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The best glamping near Great Barrington with wifi provided

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Camping in Great Barrington, Massachusetts is made easy with Hipcamp's 1128 available options for glamping with wifi. With over a thousand options, you'll surely find your perfect campsite. Some of our top campsites include Timbertrail Farm (257 reviews), Wyomanock Farm (215 reviews), and Quarry Brook (207 reviews). Prices start as low as $25 per night, with an average of $100 per night. Our campsites offer popular amenities such as showers, pet-friendly options, and trash. Engage in popular activities such as paddling, climbing, and off-roading (OHV) while enjoying the great outdoors.

97% (1K)

Top-rated campgrounds

Atland Artist Residency

1. Atland Artist Residency

100%
(110)
28mi from Great Barrington · 9 sites · Tents, Lodging · West Chesterfield, MA
We're named one of the best Hipcamps to visit in 2024 and 2023! Over 40 acres of solitude tucked in the hilltowns of the western Massachusetts Berkshires -- boasting warm sunrises over the distant hills, lush forest for hiking and meandering river frontage on Bronson Brook and walking distance to the Westfield River to wade and soak in the cool mountain water or fish for native trout! The cabin and camping sites are located in beautiful trails that were created around the main home -- an architect designed masterpiece boasting a wonderful asian influence yet handcrafted from the very timberstock off the land on which it sits lending a refined rustic twist. 25 Min to Northampton and 10 min to the Berkshires! You can hike or bike to the best swimming holes around and camp within our beautiful forested hills of hemlock, birch, maple, and wildflower meadow. If you're into kayaking/canoeing/tubing/hiking/fishing, then this is the perfect space for you. Come escape and breathe in our cool clean mountain air :)
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$45
 / night
Magical Yurt in the Woods

2. Magical Yurt in the Woods

100%
(5)
37mi from Great Barrington · 1 site · Lodging · Williamsburg, MA
A magical place in the woods inviting a return to your essential nature located amongst watershed land in Williamsburg, MA. Simple, quiet, and cozy. The space works in many wonderful ways, especially as a vessel for nurturing self-directed retreats like writing or meditation retreats. Many local trails including The Holyoke Range, The Berkshires Mountains, Graves Brothers Loop Trail, and Petticoat Hill Trail Loop. Experience nature, trails, starry nights, and hooting owls. The Yurt is located a twenty-minute drive from the vibrant downtown of Northampton, MA. The Yurt is a wonderful place for parents to stay when your kid graduates from one of the Five Colleges: Smith College, Amherst, Mt.Holyoke, Hampshire, and U. MASS. The Yurt is a short drive from MASS MoCA, Green River music festival, Tanglewood music festival, and Jacob’s Pillow. What have previous Yurtlings said about this space? "We came to celebrate a birthday and, within that, generate a shared transcendent experience. The yurt is the ideal container to hold such a ceremonial and sacred journey. The weekend was more than we could have hoped for! Thank you Carolyn! In Unity + Gratitude, Sara + Pete" "At night we heard barred owls calling out, it reminded that quiet isn't silent, and the darkness has layers, it is never just one thing. ❤️Cate and Em" We are extremely blessed to live in the woods amongst watershed land and hooting owls. With nothing but star-lit skies, I’m delighted to extend this sliver of natural beauty to you.
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from 
$125
 / night
Dharma Bums Eco Lodge

3. Dharma Bums Eco Lodge

93%
(106)
29mi from Great Barrington · 11 sites · Tents, RVs, Lodging · Castleton On Hudson, NY
We have three different sites to choose from: Tiny House, Glamping, and Camp Site. Each is unique and private from each other! The bathroom is shared with the other sites, but it is covered and well maintained. Enjoy our private outdoor shower and toilet! Extras are available to purchase: firewood bundle, wine tasting and farm fresh eggs. All of our sites are animal friendly! Let your dog roam here! Our property sits on the foothills of the Adirondack's on 45 beautiful acres just 15 minutes east of Albany. Choose to explore our vineyard and winery on site and opt into our wine tasting next door. Open April-October, Friday-Sunday, 10-4pm Trails and walking paths are throughout the property and you may even catch our horses and honey bees that roam our beautiful community! Across the street is the Empire Foot/Rail Trails which is special for walking and biking. Local landmarks nearby and easy access to HWYs. Waterfalls and nice parks nearby Just a short distance away, our special community area that hosts yoga classes, and gathering sites: picnic tables, fire pits, gardens etc! We are just a short distance away from Troy and Albany
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$45
 / night
Woodstock camp site

4. Woodstock camp site

44mi from Great Barrington · 6 sites · Tents, RVs, Lodging · Lake Hill, NY
The Source is located at 4228 Route NY-212 (hamlet of Lake Hill) in the town of Woodstock, NY. The property was part of a much larger farm in the 19th century, then reincarnated as a Beaux Arts style artist’s retreat called ‘Garden of the Gods’ founded in 1908. During this time many artists came to Woodstock, including Hervey White, creator of the early maverick Colony, who is credited with shaping the vision of Woodstock as a ‘Colony of the Arts.’ In 2019 The Source opened as an experimental space for sustainable community. We have regular events, including our yearly art show for Upstate Art Weekend. Six acres of land backing up to hundreds of acres of DEC wild land and Wilson State Park in the hamlet of Lake Hill. We are 10 minutes from the center of Woodstock town, but the feel of this area is more wild and remote. Fire pit on the property for your use. Pond is available for fishing. Miles of Hiking trails.
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$60
 / night
The Awakening Garden

5. The Awakening Garden

100%
(10)
33mi from Great Barrington · 4 sites · Lodging · Saugerties, NY
This piece of land was developed by my mother, and named after my grandmother: The Awakening Garden is a translation of her name in Chinese. It is tucked in between the Hudson River (8 miles to the East) and the Catskill Mountains (10 miles to the west). It is just 6 miles from the Village of Saugerties and 14 miles to Woodstock, NY. The piece available for camping is 10 acres, but the entire Garden is comprised of 98 acres of rolling land (most of it in a forestry protection plan) bordered on the west by acres of marshland. Many trails criss-cross the Garden and lead one to pretty or interesting vistas including a large mountain laurel patch, ancient graveyard, and different stands of mixed wood forests. There’s lots of wildlife both on land and in the marshes.
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$93
 / night
Woodstock Cottage

6. Woodstock Cottage

100%
(13)
41mi from Great Barrington · 2 sites · Lodging · Woodstock, NY
Our cottage dating back to the 1800's has hand-hewn timbers, limestone floors, large walk in bathroom, stainless steel sink & simple kitchen with two-burner stove, mini-fridge. Queen size bed is located in the loft bedroom, just go up the handmade ladder from trees from the property! The large property has 6 acres of wooded land.. located on top of Ohayo Mountain, which is 1.5 miles straight up from Woodstock town. Most of the property is wooded, but there are some spots to sit outside like your own private limestone patio with Cafe table and two chairs.. as well as walks to take down the road to visit the local dairy cows and sheep.
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$108
 / night
Barge

7. Quentins Treehouse

97%
(158)
8.7mi from Great Barrington · 1 site · Lodging · Monterey, MA
About the Space Welcome to our lakeside treehouse retreat on the shores of historic Lake Garfield—named after President Garfield, who once summered here. This unique stay is tucked away in the beautiful Berkshires at 1,200 feet elevation, making for cool, crisp nights and star-filled skies. Originally the boatshed for the President’s summer home, the treehouse was built 15 years ago as a cozy sleepout perfect for stargazing and unwinding in nature. The Treehouse Perched in the trees and draped in wisteria, the treehouse features a clear corrugated roof, full flyscreening, and canvas blinds—keeping it breezy and bug-free. There’s a comfy hanging double bed with a high-quality mattress. Please note: guests need to bring their own sheets, bedding, and pillows. Amenities Portable camp toilet located beneath the treehouse Weber BBQ Wifi access Floating jetty & dock Two paddleboards for guests to enjoy Crystal-clear lake water (great for swimming, fishing, and boating) Things to Do We’re just a 15-minute drive from Great Barrington or Lee—ideal for dining, shopping, or exploring local culture. Incredible hiking trails are scattered throughout the surrounding area. Good to Know Please respect the natural surroundings—no damaging trees or leaving litter. Firewood bundles are available at nearby gas stations or directly from me. I look forward to welcoming you to this peaceful, magical space in the Berkshires.
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$160
 / night
Spacious Skies Woodland Hills

8. Spacious Skies Woodland Hills

94%
(41)
11mi from Great Barrington · 158 sites · Tents, RVs, Lodging · Austerlitz, NY
SPACIOUS SKIES WOODLAND HILLS is a family-friendly campground located in upstate New York amidst the Taconic and Berkshire mountain ranges, set between Albany and Pittsfield, MA, and only two hours north of New York City and two hours west of Boston, MA. We offer both wooded and open sites that can accommodate any size trailer. Each site includes a picnic table, fire ring, water, 30 or 50-amp electrical service, and many offer sewer. Groups and tent campers are welcome. Woodland Hills campground is easily accessed from Interstate 90. The campground’s private pond offers swimming, fishing, and paddle boating. Come in for the classic camp atmosphere and our camp store carries many convenience items and treats. We have three Riverside Retro trailers to rent for campers who don’t have their own rigs but who also don’t want to tent overnight, as beautiful as our wooded tent sites are! * This campground does not have cabin rentals*
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$40
 / night
Hudson Getaways @ Leeds, NY

9. Hudson Getaways @ Leeds, NY

83%
(3)
28mi from Great Barrington · 5 sites · Lodging · Catskill, NY
Two hours from NYC, close to skiing (hunter mountain/ Windham , Kaaterskill falls, Woodstock, Hudson, Saugerties. FAQ Is my rental secluded? Our property is 8 acres, exactly the same as seven football fields. From your private deck and the big window, you will not see any other houses as far as eyes can see. We added fence panels to make it even more private. We have attached a satellite picture of the property to give you a better idea. As required by zoning law, there is a larger cabin on the property. But it is far enough and visually isolated enough that you won't feel it's presence (at least from the feedback we got from other guests.) We are located in a rural hamlet and a mile down the road there is a tiny town with two cafes , two bars and two restaurants. But your place is one New York block distance away from the street towards tree filled uninhabited area, adding to the sense of seclusion. I have never been in a tiny house, what can I expect? The "tiny house nation" style tiny houses are around 144 to 250 sqft, ours is 144 sqft. So,we are on the "smaller" side. Our guests have commented that its actually does not feel cramped. You will have heating, AC, hot shower, flushing toilet, kitchenette for basic cooking, small fridge, queen bed etc. You also have a private deck and a private outdoor fireplace to make S'mores and to grill. Are pets allowed? We just require that they should never be left alone and peace pick up after them. Our cleaning company charges a pet fee. If you forgot to pay it or decided to bring a pet last minute, please leave the amount as a tip to the cleaners. That way the cleaners get to keep the money and then they won't report the pet to the cleaning company. This also saves us the hassle of going back and forth with the cleaning company, reviewing the camera footage and ultimately paying it out of our own pockets. Also, please keep in mind that the house is really small at 144 sqft which may be too cramped for some large dogs. I work from home, how is the WiFi? We have had multiple guests who worked from home during the pandemic. Our provider is spectrum (the monopoly in the area). Luckily, outages are very rare and get fixed promptly (you may have to restart the router). Speed is always good for multiple simultaneous video calls and movie streaming. Do you provide firewood? Not yet! You do not need firewood to heat the house. If you want to use the outdoor fireplace, look for 'Campwood' signs and buy from our neighbors.(Also @ Walmart, Stewart gas stations etc.) What about Towels-Soap-Linens-Hot water? Is there heating/cooling? Can we cook? Yes! Yes! Yes! and Yes!. Think of all the amenities a hotel provides plus a tiny kitchen. Hot plate, refrigerator, electric kettle, drip coffee, plates, cutlery - we have all that we could cram into the tiny space. Our guests use the outdoor fireplace for BBQ and smores! Can I check in early? or Check out late? No and Yes. Due to the super strict covid19 cleaning process, we can no longer offer early check in. However, we can offer late checkout up to an hour. Please inform us in advance so that the cleaning crew can adjust accordingly.
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$24
 / night
path to the back fields

10. Moon In The Pond Farm

94%
(244)
8mi from Great Barrington · 5 sites · Tents, RVs, Lodging · Sheffield, MA
Well off the beaten track, it's scenic, private and peaceful. Camping at Moon In The Pond Farm is a bit of heaven. There are separate sites to choose. Around the farm, you have your own secluded spot to enjoy. (Though you may be in a field next to our Scottish Highland cattle!) Two are tent sites: the PondSide and the FieldEdge. There's one site for small/tiny RVs or Campervan. And finally there's the HiddenCabin--a bed a roof and convenience. Each has a firepit with a small grill to cook over the fire. (all firewood provided) Our campsites are in quieter areas of the farm. One overlooks the pond, others are on the edges of different farm fields, one a cabin nearer the farmstead. All require a beautiful, bucolic trek of 150-350 yards from the roadside parking--ensuring the quiet, natural experience. During the day times, you may see or hear farm work. At night it's lusciously dark and serenely quiet. You'll hear owls hoot, frogs croak, crickets chirp, foxes yowl and coyotes howl! In June and July the fields and trees light up like Christmas with fireflies, and you'll see the stars. During the week is the absolute best time--the local hot spots (or cooling down spots!) are much quieter, and all our campsites have reduced weekday rates. If you can, take advantage by adding a Thursday or Sunday night to a weekend stay. We've got an awesome, easy hiking trail on adjacent Nature Conservancy land. It meanders through woodlands, around rock ledges, through wetlands (on a 600' of boardwalk) and ends at a beautiful stream and pond with a gigantic beaver dam. Not far from here are numerous well-marked hiking trails (including the Appalachian Trail (with famous Bash Bish Falls) and several offshoots (Sage's Ravine, Race Brook Falls), Bartholomew's Cobble, Umpacheenee Falls, and others). Also in the neighborhood are opportunities for canoeing, kayaking, swimming, rock climbing, gavel-road and country-road biking, and pretty much any outdoor activity/adventure opportunity. Or... you can just chill and relax, sleep, or read the day away! Love food? This is Farm-to-Table for real! Never so close--the table's AT the farm! Bring your cooking gear and get some of our wicked fresh organic food--veggies, chops, sausages, eggs, bacon, granola, yogurt, etc. Sear yourself up a real treat! Very nearby, as the Berkshires is a cultural mecca, there are also numerous opportunities from many great restaurants to art, dance, music, spas, galleries, antique shops, museums, cafes and much more. It's still amazingly quiet at the farm where the Milky Way is clearly visible.
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$43
 / night
Shed has key pad access and pit toilet for use along with WI-FI and electricity. No running water but 5 gallons with manual pump provided. Water from natural spring up road near Dutch hill!

11. Touch Of Grey Stays

46mi from Great Barrington · 2 sites · Tents, Lodging · Stamford, VT
This listing is for a growing and ever-changing homestead property on a small hill overlooking our family home! We welcome those interested in learning more and engaging with us and the animals that live here to do so! We hope our guests will explore the property as we have trails looping throughout it, and look to build more over the years to come! We welcome well-mannered dogs off-leash on the property being mindful that it is located on a small hill overlooking our family home (Feather Pond Hollow on Instagram) which houses a toddler, two working-from-home adults, and as of July 2025, 2 White German Shepard/Great Pyrenees puppies (Bos and Ley who are 1 year old and learning), a chair lounging goat (Buttercup), 2 geese (the JuJus, good and bad - they can be, so best to be on guard), and many ducks and chickens. The wildflowers are in bloom for summer, and the song birds are singing. We invite you to join us in the woods! We are on Main Rd. (VT Route 8) and the property has a driveway entrance, making it easy to leave and explore the nearby areas of: South to Massachusetts: North Adams, MA (10 mins), which is home to Mass MoCA - the largest contemporary art museum in the country, and many wonderful spots to explore for shopping and dining. Williamstown, MA (20 mins), offers tons of hiking trails and The Clark museum. Staying in VT: Readsboro, VT (10 mins), has an out-of-this-world general store with food you don't expect to find in the woods; Readsboro General Store is a must-see, and sandwiches/salads you'll come back for! Readsboro Inn is the perfect place for an easy drive for drinks, a burger, or pizza, if you please! Wilmington, VT (20 mins), offers water activities, such as boating, swimming, and fishing! There are also hiking trails, like Mt. Olga in Molly State Park, and shopping on Main Street, flea market weekends, breweries, and fine dining can be found nearby. Snow Republic Brewery is a vibe worth basking in, in Dover, VT, north of Wilmington towards Mount Snow, where summer activities abound!
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$18
 / night
stone patio

12. The Little Witch Cottage

100%
(88)
32mi from Great Barrington · 1 site · Lodging · Cairo, NY
The Little Witch Cottage is a rustic charming cottage from 1929 with timber framing and Catskill blue stone flooring. It sits in the middle of our yard about 200 feet from our more modern home. We have about 9 acres set back from the road. The cottage has a queen sized bed, dining table, and small kitchenette. The kitchenette has a mini fridge, dishes, and an induction stove top. We recently wired this vintage beauty to run on solar power and has an outhouse with a composting toilet, sink, and heated outdoor shower. Outside the cottage is a small garden, picnic table, fire pit, and chairs. Our land is mostly sloped fields that we are slowly turning into meadows full of native flowers and plants. There are mowed paths through the tall grass. This is perfect glamping spot, a mixture of comfort and nature. We are close to Catskill, NY and surrounded with a mix of beautiful nature and small town fun.
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$125
 / night
Hudson Getaways @ Palenville

13. Hudson Getaways @ Palenville

100%
(4)
34mi from Great Barrington · 2 sites · Lodging · Palenville, NY
Its a small 1.3 acre property in the middle of a hamlet called Palenville. It is not as secluded as our second property at Leeds but still offers peace and quiet.
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$33
 / night
The Catskill And Chill

14. The Catskill And Chill

95%
(38)
28mi from Great Barrington · 1 site · Lodging · Catskill, NY
Located In upstate New York is this hidden gem. This camper was old school, now turned new. With a full renovation to give it a Scandinavian look in the front, and a cozy cabin feel in the bedroom. This will give you a unique experience different from the normal camper your used to! Also at your campsite there is a firepit, garden hose,(not available during the winter)and a 8x8 hammock perfect to stargaze in! We are now offering kindling firewood with fire starter and matches. Feel free to reserve your own firewood. $10 *PLEASE READ THIS BEFORE BOOKING* I want to be transparent with you guys on the property and size of the camper! -The camper is very small only 21ft. The average height clearance is 6'2" so if you are tall this may not be for you. (I'm 5'9" and its comfortable for me) -If you are a bigger person this may feel too tight for you especially in the bathroom area -The bed is a full size some couples may feel that this is to small for them. -A hot shower will last about 15 minutes once it is heated up. -In the summertime there is bugs some may get into the camper. We do treat the area with safe bug spray but it may not fully prevent them. -There are two other tiny houses and a main house on the property. They are far apart but the main house is close. We have a privacy fence that fully blocks the house. So you are still very private but you are not fully secluded. -In case of fire There is a fire blanket, fire extinguisher, and a smoke/carbon monoxide detector inside the camper. The bedroom door is only to be used as an emergency fire exit. (Door is locked from the outside but unlocked from the inside) There is also a water cannon outside for outdoor fires. Please be responsible with all fires! -If you want to cancel you must cancel within 24 hours of booking then I will issue a full refund. Any time after that its a strict policy and no refund will be issued. Thank you for reading this I want to make sure everyone is aware and knows what to expect. Its still an awesome place and people love it! Hope this helps! OTHER AMMENDITIES INCLUDED: Bottled water Wifi Heating Air conditioning Fan and air purifier First Aid kit Fire extinguisher, fire blanket, water cannon Smoke and carbon monoxide alarm Microwave Coffee and Tea Coffee maker/Kettle Fridge Toaster Cooking utensils Games Binoculars (stays on property) Fresh linens provided Toiletries Body wash, shampoo, conditioner Water heater(6 Gallon) Tv (with streaming apps)
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$100
 / night
Taborton Harvest

15. Taborton Harvest

100%
(9)
32mi from Great Barrington · 4 sites · Lodging · Sand Lake, NY
Welcome to our newly constructed cabins and common building in a quaint town in upstate New York. Situated on 21.5 acres of land, our cabins offer a serene escape with a large vegetable garden during the summer months. Enjoy convenient access to hiking trails right outside the front door of the cabins. Both cabins have heat and electric. Whether you're planning a weekend getaway or a week-long retreat, we invite you to come and stay awhile.
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$135
 / night
picnic table on the river

16. Abbott's AuNatural Vermont Glamping

100%
(4)
49mi from Great Barrington · 1 site · Lodging · Jacksonville, VT
Travel just 5 miles over the Massachusetts border along route 112 and start to feel the stress fade away, as you enter the iconic Green Mountains of Vermont. Our state is known for fresh air, sweeping meadows and many bodies of water to recreate in. Our country property offers all the best features of Glamping. The cozy teardrop camper is perfect for 2. There are 2 reading lights to each side of the double bed, USB ports, and a roof fan all with continues AC power for those warm summer nights. Guests are expected to bring sleeping bags, pillows & camp; towels. The back of the camper is a sweet kitchen, lit, with dishes, cooking utensils, and a tiny refrigerated electric cooler. An outdoor sink is located close to the camper for dish clean up. Adjacent to the camper, a covered picnic table , with mosquito netting, provides a comfortable spot for dining with a propane cooktop. Amenities Include a hot and cold outdoor shower. Your private bathroom awaits you with your own private entrance. Inside you will find a sink and flush toilet just a short walk from the camper. Take a short walk on a semi wooded private path entirely on our property to the river, and enjoy a dip in the fresh clean Mountain water. An additional picnic table as well as sunning chairs are located next to the river. Off Property You will also be close to the Ledges, for its famous nude area located 6 miles north on Harriman reservoir. Folks have gathered here to enjoy swimming and sunning , au natural for decades. There is a grocery store & Restaurant and also a gas station within 4 miles in Jacksonville. Other restaurants and stores are in Wilmington also within 11 miles.
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$126
 / night
Hidden Gem Glamp

17. Hidden Gem Glamp

100%
(5)
33mi from Great Barrington · 3 sites · Lodging · Dover Plains, NY
Heron n the Hill Glamping is all the fun of camping with all the convenience of a hotel. You will have your own beautiful canvas tent everything is set up for you on arrival. Relax by the Fire pit at your site or wander the property play a game of volleyball if you have a group or try your hand at horse shoes or corn hole We have an 18 hole mini golf that is available to play. If you like hiking we are directly across from Stone Church with hiking trails, a cave with a wat The space You will love your stay with us! It's all the fun of camping with all the convenience of a hotel, whether you are camping as a couple or as a family. Each campsite can be rented as a single tent or family camping with two tents. both tents can be furnished with either 2 twin beds or 1 Queen bed. Message me ahead of time with your needs and I will set it up accordingly. All blankets and sheets are provided. Each tent has a mini fridge, Keurig which comes with a few kcups, cream and sugars to get you started. There is a 24" TV with Alexa firestick and DVD player. We have a large catalog of movies if you'd like to borrow them. There is a small breakfast table for 2 and a 3 drawer dresser that doubles as a night table with a lamp . There is an outlet on each side of the bed for charging phones Outside the tent your area has a gas grill and picnic table, a camp box which contains pots pans, cooking utensils, paper plates, cups and more. A campbox inventory list is posted in the pictures. There is a fire pit with adirondack chairs, sit by the fire and roast Marshmallows we provide everything you need for smores including the sticks. Bath towels and toiletries are provided there is a large shower with dressing room and a deluxe flushable Porta potty with a sink and paper towels on the property. You are welcome to walk the property sit and relax on one of the many benches or chairs or get a game of cornhole going. Guest access New for 2024, 6 person Hot tub and a level 2 EV charger free to all guests. Our Zen Den is stocked with snacks and groceries if you don't want to lug in the food it can be purchased here. There is a price list in the pictures so you can see what we offer. We have an 18 hole mini golf on the property you are welcome to play as much as you like. Sit in the scre
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$113
 / night
Little Duck Farm

18. Little Duck Farm

99%
(35)
36mi from Great Barrington · 1 site · Lodging · Greenville, NY
Stress Free Camping at Little Duck Farm Come enjoy the peaceful country vibe at our small family "farmette". We have a beautiful private spot tucked away at the edge of the woods all set up just for you. Our 4 acre property features chickens, ducks, a friendly barn cat, gardens, and an old farm house across the field. It is a very special and calm space in a rural town. Our family has been working to restore the farm house and develop a small farm. Adjacent to the property is a patch of woods where the campsite is nestled into. Campers have a private vintage camper along with a fire pit, hammock, and outdoor table and chairs. We do have a farm stand in front of the house, which guests are welcome to shop. Products we sell include maple syrup, honey, coffee, wood crafts, handcrafted tea blends, fresh eggs, fresh veggies (in season) and other homemade goodies. Enjoy the mountain views, fragrant wildflowers, crisp night sky, fireflies, calming sounds of nature, farm fresh offerings, and the many amenities and activities available in the area. Biking, hiking, climbing, golfing, disc golfing, horseback riding, snow and water fun, farms, breweries, and so much more all within a short drive. 2 minutes from the village of Greenville, 30 from Windham and Hudson, 45 from Albany, 2 1/2 hours from NYC. If there is a specific experience you are looking for we are happy to point you in the right direction.
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$85
 / night
Studio Retreat

19. Studio Retreat

100%
(3)
44mi from Great Barrington · 1 site · Lodging · Lake Hill, NY
Studio Apartment with Private Detached Bath in Historic Woodstock Property Nestled on the second floor of a larger historic building at The Source in Lake Hill (Town of Woodstock, NY), this intimate studio apartment offers simplicity, history, and character. The unit features a cozy living space and a detached private bathroom (only for your use) with a classic clawfoot tub—perfect for soaking after a day of hiking, creating, or exploring the Hudson Valley. About the Property The Source is located at 4228 Route NY-212, on land once held sacred by the Munsee and Lenape peoples. The property has a rich and storied past: once part of a 19th-century farm, later transformed into the Beaux Arts–style artists’ colony Garden of the Gods in 1908. The area attracted generations of artists and visionaries, joining the legacy of nearby Byrdcliffe (1902) and the Maverick Colony (1905). In the 1930s, the site transitioned from a summer resort (Wildwood Farms) to housing for the New York Youth Association. In 2019, the property was reborn as The Source, an experimental space dedicated to sustainable community and creative exchange. Today, The Source hosts regular gatherings, workshops, and exhibitions—including its annual contribution to Upstate Art Weekend.
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$110
 / night
On-Farm Container Building/Glamping

20. On-Farm Container Building/Glamping

100%
(3)
49mi from Great Barrington · 2 sites · Lodging · Stone Ridge, NY
Reconnect with nature at this unforgettable escape. A tiny house container building designed and built by your host set on a Hudson Valley organic microgreen farm. Or a glamping tent with amenities among our old-growth pines. Your visit can include a tour of our net-zero greenhouse, abandoned 19th-century farm, and Native American Ceremonial Stone landscape on 30 acres of rewilded forest. Enjoy learning experiences for adults and kids, ranging from how to plant and use microgreens to building a container building to Native American astroarchaeology.
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$161
 / night

Camping in Great Barrington, Massachusetts is made easy with Hipcamp's 1128 available options for glamping with wifi. With over a thousand options, you'll surely find your perfect campsite. Some of our top campsites include Timbertrail Farm (257 reviews), Wyomanock Farm (215 reviews), and Quarry Brook (207 reviews). Prices start as low as $25 per night, with an average of $100 per night. Our campsites offer popular amenities such as showers, pet-friendly options, and trash. Engage in popular activities such as paddling, climbing, and off-roading (OHV) while enjoying the great outdoors.

97% (1K)

Top-rated campgrounds

Atland Artist Residency

1. Atland Artist Residency

100%
(110)
28mi from Great Barrington · 9 sites · Tents, Lodging · West Chesterfield, MA
We're named one of the best Hipcamps to visit in 2024 and 2023! Over 40 acres of solitude tucked in the hilltowns of the western Massachusetts Berkshires -- boasting warm sunrises over the distant hills, lush forest for hiking and meandering river frontage on Bronson Brook and walking distance to the Westfield River to wade and soak in the cool mountain water or fish for native trout! The cabin and camping sites are located in beautiful trails that were created around the main home -- an architect designed masterpiece boasting a wonderful asian influence yet handcrafted from the very timberstock off the land on which it sits lending a refined rustic twist. 25 Min to Northampton and 10 min to the Berkshires! You can hike or bike to the best swimming holes around and camp within our beautiful forested hills of hemlock, birch, maple, and wildflower meadow. If you're into kayaking/canoeing/tubing/hiking/fishing, then this is the perfect space for you. Come escape and breathe in our cool clean mountain air :)
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$45
 / night
Magical Yurt in the Woods

2. Magical Yurt in the Woods

100%
(5)
37mi from Great Barrington · 1 site · Lodging · Williamsburg, MA
A magical place in the woods inviting a return to your essential nature located amongst watershed land in Williamsburg, MA. Simple, quiet, and cozy. The space works in many wonderful ways, especially as a vessel for nurturing self-directed retreats like writing or meditation retreats. Many local trails including The Holyoke Range, The Berkshires Mountains, Graves Brothers Loop Trail, and Petticoat Hill Trail Loop. Experience nature, trails, starry nights, and hooting owls. The Yurt is located a twenty-minute drive from the vibrant downtown of Northampton, MA. The Yurt is a wonderful place for parents to stay when your kid graduates from one of the Five Colleges: Smith College, Amherst, Mt.Holyoke, Hampshire, and U. MASS. The Yurt is a short drive from MASS MoCA, Green River music festival, Tanglewood music festival, and Jacob’s Pillow. What have previous Yurtlings said about this space? "We came to celebrate a birthday and, within that, generate a shared transcendent experience. The yurt is the ideal container to hold such a ceremonial and sacred journey. The weekend was more than we could have hoped for! Thank you Carolyn! In Unity + Gratitude, Sara + Pete" "At night we heard barred owls calling out, it reminded that quiet isn't silent, and the darkness has layers, it is never just one thing. ❤️Cate and Em" We are extremely blessed to live in the woods amongst watershed land and hooting owls. With nothing but star-lit skies, I’m delighted to extend this sliver of natural beauty to you.
Potable water
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$125
 / night
Dharma Bums Eco Lodge

3. Dharma Bums Eco Lodge

93%
(106)
29mi from Great Barrington · 11 sites · Tents, RVs, Lodging · Castleton On Hudson, NY
We have three different sites to choose from: Tiny House, Glamping, and Camp Site. Each is unique and private from each other! The bathroom is shared with the other sites, but it is covered and well maintained. Enjoy our private outdoor shower and toilet! Extras are available to purchase: firewood bundle, wine tasting and farm fresh eggs. All of our sites are animal friendly! Let your dog roam here! Our property sits on the foothills of the Adirondack's on 45 beautiful acres just 15 minutes east of Albany. Choose to explore our vineyard and winery on site and opt into our wine tasting next door. Open April-October, Friday-Sunday, 10-4pm Trails and walking paths are throughout the property and you may even catch our horses and honey bees that roam our beautiful community! Across the street is the Empire Foot/Rail Trails which is special for walking and biking. Local landmarks nearby and easy access to HWYs. Waterfalls and nice parks nearby Just a short distance away, our special community area that hosts yoga classes, and gathering sites: picnic tables, fire pits, gardens etc! We are just a short distance away from Troy and Albany
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$45
 / night
Woodstock camp site

4. Woodstock camp site

44mi from Great Barrington · 6 sites · Tents, RVs, Lodging · Lake Hill, NY
The Source is located at 4228 Route NY-212 (hamlet of Lake Hill) in the town of Woodstock, NY. The property was part of a much larger farm in the 19th century, then reincarnated as a Beaux Arts style artist’s retreat called ‘Garden of the Gods’ founded in 1908. During this time many artists came to Woodstock, including Hervey White, creator of the early maverick Colony, who is credited with shaping the vision of Woodstock as a ‘Colony of the Arts.’ In 2019 The Source opened as an experimental space for sustainable community. We have regular events, including our yearly art show for Upstate Art Weekend. Six acres of land backing up to hundreds of acres of DEC wild land and Wilson State Park in the hamlet of Lake Hill. We are 10 minutes from the center of Woodstock town, but the feel of this area is more wild and remote. Fire pit on the property for your use. Pond is available for fishing. Miles of Hiking trails.
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$60
 / night
The Awakening Garden

5. The Awakening Garden

100%
(10)
33mi from Great Barrington · 4 sites · Lodging · Saugerties, NY
This piece of land was developed by my mother, and named after my grandmother: The Awakening Garden is a translation of her name in Chinese. It is tucked in between the Hudson River (8 miles to the East) and the Catskill Mountains (10 miles to the west). It is just 6 miles from the Village of Saugerties and 14 miles to Woodstock, NY. The piece available for camping is 10 acres, but the entire Garden is comprised of 98 acres of rolling land (most of it in a forestry protection plan) bordered on the west by acres of marshland. Many trails criss-cross the Garden and lead one to pretty or interesting vistas including a large mountain laurel patch, ancient graveyard, and different stands of mixed wood forests. There’s lots of wildlife both on land and in the marshes.
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$93
 / night
Woodstock Cottage

6. Woodstock Cottage

100%
(13)
41mi from Great Barrington · 2 sites · Lodging · Woodstock, NY
Our cottage dating back to the 1800's has hand-hewn timbers, limestone floors, large walk in bathroom, stainless steel sink & simple kitchen with two-burner stove, mini-fridge. Queen size bed is located in the loft bedroom, just go up the handmade ladder from trees from the property! The large property has 6 acres of wooded land.. located on top of Ohayo Mountain, which is 1.5 miles straight up from Woodstock town. Most of the property is wooded, but there are some spots to sit outside like your own private limestone patio with Cafe table and two chairs.. as well as walks to take down the road to visit the local dairy cows and sheep.
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$108
 / night
Barge

7. Quentins Treehouse

97%
(158)
8.7mi from Great Barrington · 1 site · Lodging · Monterey, MA
About the Space Welcome to our lakeside treehouse retreat on the shores of historic Lake Garfield—named after President Garfield, who once summered here. This unique stay is tucked away in the beautiful Berkshires at 1,200 feet elevation, making for cool, crisp nights and star-filled skies. Originally the boatshed for the President’s summer home, the treehouse was built 15 years ago as a cozy sleepout perfect for stargazing and unwinding in nature. The Treehouse Perched in the trees and draped in wisteria, the treehouse features a clear corrugated roof, full flyscreening, and canvas blinds—keeping it breezy and bug-free. There’s a comfy hanging double bed with a high-quality mattress. Please note: guests need to bring their own sheets, bedding, and pillows. Amenities Portable camp toilet located beneath the treehouse Weber BBQ Wifi access Floating jetty & dock Two paddleboards for guests to enjoy Crystal-clear lake water (great for swimming, fishing, and boating) Things to Do We’re just a 15-minute drive from Great Barrington or Lee—ideal for dining, shopping, or exploring local culture. Incredible hiking trails are scattered throughout the surrounding area. Good to Know Please respect the natural surroundings—no damaging trees or leaving litter. Firewood bundles are available at nearby gas stations or directly from me. I look forward to welcoming you to this peaceful, magical space in the Berkshires.
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$160
 / night
Spacious Skies Woodland Hills

8. Spacious Skies Woodland Hills

94%
(41)
11mi from Great Barrington · 158 sites · Tents, RVs, Lodging · Austerlitz, NY
SPACIOUS SKIES WOODLAND HILLS is a family-friendly campground located in upstate New York amidst the Taconic and Berkshire mountain ranges, set between Albany and Pittsfield, MA, and only two hours north of New York City and two hours west of Boston, MA. We offer both wooded and open sites that can accommodate any size trailer. Each site includes a picnic table, fire ring, water, 30 or 50-amp electrical service, and many offer sewer. Groups and tent campers are welcome. Woodland Hills campground is easily accessed from Interstate 90. The campground’s private pond offers swimming, fishing, and paddle boating. Come in for the classic camp atmosphere and our camp store carries many convenience items and treats. We have three Riverside Retro trailers to rent for campers who don’t have their own rigs but who also don’t want to tent overnight, as beautiful as our wooded tent sites are! * This campground does not have cabin rentals*
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$40
 / night
Hudson Getaways @ Leeds, NY

9. Hudson Getaways @ Leeds, NY

83%
(3)
28mi from Great Barrington · 5 sites · Lodging · Catskill, NY
Two hours from NYC, close to skiing (hunter mountain/ Windham , Kaaterskill falls, Woodstock, Hudson, Saugerties. FAQ Is my rental secluded? Our property is 8 acres, exactly the same as seven football fields. From your private deck and the big window, you will not see any other houses as far as eyes can see. We added fence panels to make it even more private. We have attached a satellite picture of the property to give you a better idea. As required by zoning law, there is a larger cabin on the property. But it is far enough and visually isolated enough that you won't feel it's presence (at least from the feedback we got from other guests.) We are located in a rural hamlet and a mile down the road there is a tiny town with two cafes , two bars and two restaurants. But your place is one New York block distance away from the street towards tree filled uninhabited area, adding to the sense of seclusion. I have never been in a tiny house, what can I expect? The "tiny house nation" style tiny houses are around 144 to 250 sqft, ours is 144 sqft. So,we are on the "smaller" side. Our guests have commented that its actually does not feel cramped. You will have heating, AC, hot shower, flushing toilet, kitchenette for basic cooking, small fridge, queen bed etc. You also have a private deck and a private outdoor fireplace to make S'mores and to grill. Are pets allowed? We just require that they should never be left alone and peace pick up after them. Our cleaning company charges a pet fee. If you forgot to pay it or decided to bring a pet last minute, please leave the amount as a tip to the cleaners. That way the cleaners get to keep the money and then they won't report the pet to the cleaning company. This also saves us the hassle of going back and forth with the cleaning company, reviewing the camera footage and ultimately paying it out of our own pockets. Also, please keep in mind that the house is really small at 144 sqft which may be too cramped for some large dogs. I work from home, how is the WiFi? We have had multiple guests who worked from home during the pandemic. Our provider is spectrum (the monopoly in the area). Luckily, outages are very rare and get fixed promptly (you may have to restart the router). Speed is always good for multiple simultaneous video calls and movie streaming. Do you provide firewood? Not yet! You do not need firewood to heat the house. If you want to use the outdoor fireplace, look for 'Campwood' signs and buy from our neighbors.(Also @ Walmart, Stewart gas stations etc.) What about Towels-Soap-Linens-Hot water? Is there heating/cooling? Can we cook? Yes! Yes! Yes! and Yes!. Think of all the amenities a hotel provides plus a tiny kitchen. Hot plate, refrigerator, electric kettle, drip coffee, plates, cutlery - we have all that we could cram into the tiny space. Our guests use the outdoor fireplace for BBQ and smores! Can I check in early? or Check out late? No and Yes. Due to the super strict covid19 cleaning process, we can no longer offer early check in. However, we can offer late checkout up to an hour. Please inform us in advance so that the cleaning crew can adjust accordingly.
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$24
 / night
path to the back fields

10. Moon In The Pond Farm

94%
(244)
8mi from Great Barrington · 5 sites · Tents, RVs, Lodging · Sheffield, MA
Well off the beaten track, it's scenic, private and peaceful. Camping at Moon In The Pond Farm is a bit of heaven. There are separate sites to choose. Around the farm, you have your own secluded spot to enjoy. (Though you may be in a field next to our Scottish Highland cattle!) Two are tent sites: the PondSide and the FieldEdge. There's one site for small/tiny RVs or Campervan. And finally there's the HiddenCabin--a bed a roof and convenience. Each has a firepit with a small grill to cook over the fire. (all firewood provided) Our campsites are in quieter areas of the farm. One overlooks the pond, others are on the edges of different farm fields, one a cabin nearer the farmstead. All require a beautiful, bucolic trek of 150-350 yards from the roadside parking--ensuring the quiet, natural experience. During the day times, you may see or hear farm work. At night it's lusciously dark and serenely quiet. You'll hear owls hoot, frogs croak, crickets chirp, foxes yowl and coyotes howl! In June and July the fields and trees light up like Christmas with fireflies, and you'll see the stars. During the week is the absolute best time--the local hot spots (or cooling down spots!) are much quieter, and all our campsites have reduced weekday rates. If you can, take advantage by adding a Thursday or Sunday night to a weekend stay. We've got an awesome, easy hiking trail on adjacent Nature Conservancy land. It meanders through woodlands, around rock ledges, through wetlands (on a 600' of boardwalk) and ends at a beautiful stream and pond with a gigantic beaver dam. Not far from here are numerous well-marked hiking trails (including the Appalachian Trail (with famous Bash Bish Falls) and several offshoots (Sage's Ravine, Race Brook Falls), Bartholomew's Cobble, Umpacheenee Falls, and others). Also in the neighborhood are opportunities for canoeing, kayaking, swimming, rock climbing, gavel-road and country-road biking, and pretty much any outdoor activity/adventure opportunity. Or... you can just chill and relax, sleep, or read the day away! Love food? This is Farm-to-Table for real! Never so close--the table's AT the farm! Bring your cooking gear and get some of our wicked fresh organic food--veggies, chops, sausages, eggs, bacon, granola, yogurt, etc. Sear yourself up a real treat! Very nearby, as the Berkshires is a cultural mecca, there are also numerous opportunities from many great restaurants to art, dance, music, spas, galleries, antique shops, museums, cafes and much more. It's still amazingly quiet at the farm where the Milky Way is clearly visible.
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$43
 / night
Shed has key pad access and pit toilet for use along with WI-FI and electricity. No running water but 5 gallons with manual pump provided. Water from natural spring up road near Dutch hill!

11. Touch Of Grey Stays

46mi from Great Barrington · 2 sites · Tents, Lodging · Stamford, VT
This listing is for a growing and ever-changing homestead property on a small hill overlooking our family home! We welcome those interested in learning more and engaging with us and the animals that live here to do so! We hope our guests will explore the property as we have trails looping throughout it, and look to build more over the years to come! We welcome well-mannered dogs off-leash on the property being mindful that it is located on a small hill overlooking our family home (Feather Pond Hollow on Instagram) which houses a toddler, two working-from-home adults, and as of July 2025, 2 White German Shepard/Great Pyrenees puppies (Bos and Ley who are 1 year old and learning), a chair lounging goat (Buttercup), 2 geese (the JuJus, good and bad - they can be, so best to be on guard), and many ducks and chickens. The wildflowers are in bloom for summer, and the song birds are singing. We invite you to join us in the woods! We are on Main Rd. (VT Route 8) and the property has a driveway entrance, making it easy to leave and explore the nearby areas of: South to Massachusetts: North Adams, MA (10 mins), which is home to Mass MoCA - the largest contemporary art museum in the country, and many wonderful spots to explore for shopping and dining. Williamstown, MA (20 mins), offers tons of hiking trails and The Clark museum. Staying in VT: Readsboro, VT (10 mins), has an out-of-this-world general store with food you don't expect to find in the woods; Readsboro General Store is a must-see, and sandwiches/salads you'll come back for! Readsboro Inn is the perfect place for an easy drive for drinks, a burger, or pizza, if you please! Wilmington, VT (20 mins), offers water activities, such as boating, swimming, and fishing! There are also hiking trails, like Mt. Olga in Molly State Park, and shopping on Main Street, flea market weekends, breweries, and fine dining can be found nearby. Snow Republic Brewery is a vibe worth basking in, in Dover, VT, north of Wilmington towards Mount Snow, where summer activities abound!
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$18
 / night
stone patio

12. The Little Witch Cottage

100%
(88)
32mi from Great Barrington · 1 site · Lodging · Cairo, NY
The Little Witch Cottage is a rustic charming cottage from 1929 with timber framing and Catskill blue stone flooring. It sits in the middle of our yard about 200 feet from our more modern home. We have about 9 acres set back from the road. The cottage has a queen sized bed, dining table, and small kitchenette. The kitchenette has a mini fridge, dishes, and an induction stove top. We recently wired this vintage beauty to run on solar power and has an outhouse with a composting toilet, sink, and heated outdoor shower. Outside the cottage is a small garden, picnic table, fire pit, and chairs. Our land is mostly sloped fields that we are slowly turning into meadows full of native flowers and plants. There are mowed paths through the tall grass. This is perfect glamping spot, a mixture of comfort and nature. We are close to Catskill, NY and surrounded with a mix of beautiful nature and small town fun.
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$125
 / night
Hudson Getaways @ Palenville

13. Hudson Getaways @ Palenville

100%
(4)
34mi from Great Barrington · 2 sites · Lodging · Palenville, NY
Its a small 1.3 acre property in the middle of a hamlet called Palenville. It is not as secluded as our second property at Leeds but still offers peace and quiet.
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$33
 / night
The Catskill And Chill

14. The Catskill And Chill

95%
(38)
28mi from Great Barrington · 1 site · Lodging · Catskill, NY
Located In upstate New York is this hidden gem. This camper was old school, now turned new. With a full renovation to give it a Scandinavian look in the front, and a cozy cabin feel in the bedroom. This will give you a unique experience different from the normal camper your used to! Also at your campsite there is a firepit, garden hose,(not available during the winter)and a 8x8 hammock perfect to stargaze in! We are now offering kindling firewood with fire starter and matches. Feel free to reserve your own firewood. $10 *PLEASE READ THIS BEFORE BOOKING* I want to be transparent with you guys on the property and size of the camper! -The camper is very small only 21ft. The average height clearance is 6'2" so if you are tall this may not be for you. (I'm 5'9" and its comfortable for me) -If you are a bigger person this may feel too tight for you especially in the bathroom area -The bed is a full size some couples may feel that this is to small for them. -A hot shower will last about 15 minutes once it is heated up. -In the summertime there is bugs some may get into the camper. We do treat the area with safe bug spray but it may not fully prevent them. -There are two other tiny houses and a main house on the property. They are far apart but the main house is close. We have a privacy fence that fully blocks the house. So you are still very private but you are not fully secluded. -In case of fire There is a fire blanket, fire extinguisher, and a smoke/carbon monoxide detector inside the camper. The bedroom door is only to be used as an emergency fire exit. (Door is locked from the outside but unlocked from the inside) There is also a water cannon outside for outdoor fires. Please be responsible with all fires! -If you want to cancel you must cancel within 24 hours of booking then I will issue a full refund. Any time after that its a strict policy and no refund will be issued. Thank you for reading this I want to make sure everyone is aware and knows what to expect. Its still an awesome place and people love it! Hope this helps! OTHER AMMENDITIES INCLUDED: Bottled water Wifi Heating Air conditioning Fan and air purifier First Aid kit Fire extinguisher, fire blanket, water cannon Smoke and carbon monoxide alarm Microwave Coffee and Tea Coffee maker/Kettle Fridge Toaster Cooking utensils Games Binoculars (stays on property) Fresh linens provided Toiletries Body wash, shampoo, conditioner Water heater(6 Gallon) Tv (with streaming apps)
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$100
 / night
Taborton Harvest

15. Taborton Harvest

100%
(9)
32mi from Great Barrington · 4 sites · Lodging · Sand Lake, NY
Welcome to our newly constructed cabins and common building in a quaint town in upstate New York. Situated on 21.5 acres of land, our cabins offer a serene escape with a large vegetable garden during the summer months. Enjoy convenient access to hiking trails right outside the front door of the cabins. Both cabins have heat and electric. Whether you're planning a weekend getaway or a week-long retreat, we invite you to come and stay awhile.
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$135
 / night
picnic table on the river

16. Abbott's AuNatural Vermont Glamping

100%
(4)
49mi from Great Barrington · 1 site · Lodging · Jacksonville, VT
Travel just 5 miles over the Massachusetts border along route 112 and start to feel the stress fade away, as you enter the iconic Green Mountains of Vermont. Our state is known for fresh air, sweeping meadows and many bodies of water to recreate in. Our country property offers all the best features of Glamping. The cozy teardrop camper is perfect for 2. There are 2 reading lights to each side of the double bed, USB ports, and a roof fan all with continues AC power for those warm summer nights. Guests are expected to bring sleeping bags, pillows & camp; towels. The back of the camper is a sweet kitchen, lit, with dishes, cooking utensils, and a tiny refrigerated electric cooler. An outdoor sink is located close to the camper for dish clean up. Adjacent to the camper, a covered picnic table , with mosquito netting, provides a comfortable spot for dining with a propane cooktop. Amenities Include a hot and cold outdoor shower. Your private bathroom awaits you with your own private entrance. Inside you will find a sink and flush toilet just a short walk from the camper. Take a short walk on a semi wooded private path entirely on our property to the river, and enjoy a dip in the fresh clean Mountain water. An additional picnic table as well as sunning chairs are located next to the river. Off Property You will also be close to the Ledges, for its famous nude area located 6 miles north on Harriman reservoir. Folks have gathered here to enjoy swimming and sunning , au natural for decades. There is a grocery store & Restaurant and also a gas station within 4 miles in Jacksonville. Other restaurants and stores are in Wilmington also within 11 miles.
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$126
 / night
Hidden Gem Glamp

17. Hidden Gem Glamp

100%
(5)
33mi from Great Barrington · 3 sites · Lodging · Dover Plains, NY
Heron n the Hill Glamping is all the fun of camping with all the convenience of a hotel. You will have your own beautiful canvas tent everything is set up for you on arrival. Relax by the Fire pit at your site or wander the property play a game of volleyball if you have a group or try your hand at horse shoes or corn hole We have an 18 hole mini golf that is available to play. If you like hiking we are directly across from Stone Church with hiking trails, a cave with a wat The space You will love your stay with us! It's all the fun of camping with all the convenience of a hotel, whether you are camping as a couple or as a family. Each campsite can be rented as a single tent or family camping with two tents. both tents can be furnished with either 2 twin beds or 1 Queen bed. Message me ahead of time with your needs and I will set it up accordingly. All blankets and sheets are provided. Each tent has a mini fridge, Keurig which comes with a few kcups, cream and sugars to get you started. There is a 24" TV with Alexa firestick and DVD player. We have a large catalog of movies if you'd like to borrow them. There is a small breakfast table for 2 and a 3 drawer dresser that doubles as a night table with a lamp . There is an outlet on each side of the bed for charging phones Outside the tent your area has a gas grill and picnic table, a camp box which contains pots pans, cooking utensils, paper plates, cups and more. A campbox inventory list is posted in the pictures. There is a fire pit with adirondack chairs, sit by the fire and roast Marshmallows we provide everything you need for smores including the sticks. Bath towels and toiletries are provided there is a large shower with dressing room and a deluxe flushable Porta potty with a sink and paper towels on the property. You are welcome to walk the property sit and relax on one of the many benches or chairs or get a game of cornhole going. Guest access New for 2024, 6 person Hot tub and a level 2 EV charger free to all guests. Our Zen Den is stocked with snacks and groceries if you don't want to lug in the food it can be purchased here. There is a price list in the pictures so you can see what we offer. We have an 18 hole mini golf on the property you are welcome to play as much as you like. Sit in the scre
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$113
 / night
Little Duck Farm

18. Little Duck Farm

99%
(35)
36mi from Great Barrington · 1 site · Lodging · Greenville, NY
Stress Free Camping at Little Duck Farm Come enjoy the peaceful country vibe at our small family "farmette". We have a beautiful private spot tucked away at the edge of the woods all set up just for you. Our 4 acre property features chickens, ducks, a friendly barn cat, gardens, and an old farm house across the field. It is a very special and calm space in a rural town. Our family has been working to restore the farm house and develop a small farm. Adjacent to the property is a patch of woods where the campsite is nestled into. Campers have a private vintage camper along with a fire pit, hammock, and outdoor table and chairs. We do have a farm stand in front of the house, which guests are welcome to shop. Products we sell include maple syrup, honey, coffee, wood crafts, handcrafted tea blends, fresh eggs, fresh veggies (in season) and other homemade goodies. Enjoy the mountain views, fragrant wildflowers, crisp night sky, fireflies, calming sounds of nature, farm fresh offerings, and the many amenities and activities available in the area. Biking, hiking, climbing, golfing, disc golfing, horseback riding, snow and water fun, farms, breweries, and so much more all within a short drive. 2 minutes from the village of Greenville, 30 from Windham and Hudson, 45 from Albany, 2 1/2 hours from NYC. If there is a specific experience you are looking for we are happy to point you in the right direction.
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$85
 / night
Studio Retreat

19. Studio Retreat

100%
(3)
44mi from Great Barrington · 1 site · Lodging · Lake Hill, NY
Studio Apartment with Private Detached Bath in Historic Woodstock Property Nestled on the second floor of a larger historic building at The Source in Lake Hill (Town of Woodstock, NY), this intimate studio apartment offers simplicity, history, and character. The unit features a cozy living space and a detached private bathroom (only for your use) with a classic clawfoot tub—perfect for soaking after a day of hiking, creating, or exploring the Hudson Valley. About the Property The Source is located at 4228 Route NY-212, on land once held sacred by the Munsee and Lenape peoples. The property has a rich and storied past: once part of a 19th-century farm, later transformed into the Beaux Arts–style artists’ colony Garden of the Gods in 1908. The area attracted generations of artists and visionaries, joining the legacy of nearby Byrdcliffe (1902) and the Maverick Colony (1905). In the 1930s, the site transitioned from a summer resort (Wildwood Farms) to housing for the New York Youth Association. In 2019, the property was reborn as The Source, an experimental space dedicated to sustainable community and creative exchange. Today, The Source hosts regular gatherings, workshops, and exhibitions—including its annual contribution to Upstate Art Weekend.
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$110
 / night
On-Farm Container Building/Glamping

20. On-Farm Container Building/Glamping

100%
(3)
49mi from Great Barrington · 2 sites · Lodging · Stone Ridge, NY
Reconnect with nature at this unforgettable escape. A tiny house container building designed and built by your host set on a Hudson Valley organic microgreen farm. Or a glamping tent with amenities among our old-growth pines. Your visit can include a tour of our net-zero greenhouse, abandoned 19th-century farm, and Native American Ceremonial Stone landscape on 30 acres of rewilded forest. Enjoy learning experiences for adults and kids, ranging from how to plant and use microgreens to building a container building to Native American astroarchaeology.
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$161
 / night

Camper favorites near Great Barrington

Top-rated campgrounds reviewed by the Hipcamp community.

  • Hudson Getaways @ Palenville
  • Hudson Getaways @ Palenville
  • Hudson Getaways @ Palenville

Hudson Getaways @ Palenville

100%
(4)
34mi from Great Barrington · 2 sites · Lodging · Palenville, NY
Its a small 1.3 acre property in the middle of a hamlet called Palenville. It is not as secluded as our second property at Leeds but still offers peace and quiet.
Pets
Toilets
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from 
$33
 / night
  • The Catskill And Chill
  • The Catskill And Chill
  • The Catskill And Chill

The Catskill And Chill

95%
(38)
28mi from Great Barrington · 1 site · Lodging · Catskill, NY
Located In upstate New York is this hidden gem. This camper was old school, now turned new. With a full renovation to give it a Scandinavian look in the front, and a cozy cabin feel in the bedroom. This will give you a unique experience different from the normal camper your used to! Also at your campsite there is a firepit, garden hose,(not available during the winter)and a 8x8 hammock perfect to stargaze in! We are now offering kindling firewood with fire starter and matches. Feel free to reserve your own firewood. $10 *PLEASE READ THIS BEFORE BOOKING* I want to be transparent with you guys on the property and size of the camper! -The camper is very small only 21ft. The average height clearance is 6'2" so if you are tall this may not be for you. (I'm 5'9" and its comfortable for me) -If you are a bigger person this may feel too tight for you especially in the bathroom area -The bed is a full size some couples may feel that this is to small for them. -A hot shower will last about 15 minutes once it is heated up. -In the summertime there is bugs some may get into the camper. We do treat the area with safe bug spray but it may not fully prevent them. -There are two other tiny houses and a main house on the property. They are far apart but the main house is close. We have a privacy fence that fully blocks the house. So you are still very private but you are not fully secluded. -In case of fire There is a fire blanket, fire extinguisher, and a smoke/carbon monoxide detector inside the camper. The bedroom door is only to be used as an emergency fire exit. (Door is locked from the outside but unlocked from the inside) There is also a water cannon outside for outdoor fires. Please be responsible with all fires! -If you want to cancel you must cancel within 24 hours of booking then I will issue a full refund. Any time after that its a strict policy and no refund will be issued. Thank you for reading this I want to make sure everyone is aware and knows what to expect. Its still an awesome place and people love it! Hope this helps! OTHER AMMENDITIES INCLUDED: Bottled water Wifi Heating Air conditioning Fan and air purifier First Aid kit Fire extinguisher, fire blanket, water cannon Smoke and carbon monoxide alarm Microwave Coffee and Tea Coffee maker/Kettle Fridge Toaster Cooking utensils Games Binoculars (stays on property) Fresh linens provided Toiletries Body wash, shampoo, conditioner Water heater(6 Gallon) Tv (with streaming apps)
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$100
 / night
  • Taborton Harvest
  • Taborton Harvest
  • Taborton Harvest

Taborton Harvest

100%
(9)
32mi from Great Barrington · 4 sites · Lodging · Sand Lake, NY
Welcome to our newly constructed cabins and common building in a quaint town in upstate New York. Situated on 21.5 acres of land, our cabins offer a serene escape with a large vegetable garden during the summer months. Enjoy convenient access to hiking trails right outside the front door of the cabins. Both cabins have heat and electric. Whether you're planning a weekend getaway or a week-long retreat, we invite you to come and stay awhile.
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$135
 / night
  • This is the foot end of the sleeping space. cubbies for belongings, usb ports and lighting.
  • Your private bathroom
  • This is the foot end of the sleeping space. cubbies for belongings, usb ports and lighting.

Abbott's AuNatural Vermont Glamping

100%
(4)
49mi from Great Barrington · 1 site · Lodging · Jacksonville, VT
Travel just 5 miles over the Massachusetts border along route 112 and start to feel the stress fade away, as you enter the iconic Green Mountains of Vermont. Our state is known for fresh air, sweeping meadows and many bodies of water to recreate in. Our country property offers all the best features of Glamping. The cozy teardrop camper is perfect for 2. There are 2 reading lights to each side of the double bed, USB ports, and a roof fan all with continues AC power for those warm summer nights. Guests are expected to bring sleeping bags, pillows & camp; towels. The back of the camper is a sweet kitchen, lit, with dishes, cooking utensils, and a tiny refrigerated electric cooler. An outdoor sink is located close to the camper for dish clean up. Adjacent to the camper, a covered picnic table , with mosquito netting, provides a comfortable spot for dining with a propane cooktop. Amenities Include a hot and cold outdoor shower. Your private bathroom awaits you with your own private entrance. Inside you will find a sink and flush toilet just a short walk from the camper. Take a short walk on a semi wooded private path entirely on our property to the river, and enjoy a dip in the fresh clean Mountain water. An additional picnic table as well as sunning chairs are located next to the river. Off Property You will also be close to the Ledges, for its famous nude area located 6 miles north on Harriman reservoir. Folks have gathered here to enjoy swimming and sunning , au natural for decades. There is a grocery store & Restaurant and also a gas station within 4 miles in Jacksonville. Other restaurants and stores are in Wilmington also within 11 miles.
Potable water
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$126
 / night
  • Hidden Gem Glamp
  • Hidden Gem Glamp
  • Hidden Gem Glamp

Hidden Gem Glamp

100%
(5)
33mi from Great Barrington · 3 sites · Lodging · Dover Plains, NY
Heron n the Hill Glamping is all the fun of camping with all the convenience of a hotel. You will have your own beautiful canvas tent everything is set up for you on arrival. Relax by the Fire pit at your site or wander the property play a game of volleyball if you have a group or try your hand at horse shoes or corn hole We have an 18 hole mini golf that is available to play. If you like hiking we are directly across from Stone Church with hiking trails, a cave with a wat The space You will love your stay with us! It's all the fun of camping with all the convenience of a hotel, whether you are camping as a couple or as a family. Each campsite can be rented as a single tent or family camping with two tents. both tents can be furnished with either 2 twin beds or 1 Queen bed. Message me ahead of time with your needs and I will set it up accordingly. All blankets and sheets are provided. Each tent has a mini fridge, Keurig which comes with a few kcups, cream and sugars to get you started. There is a 24" TV with Alexa firestick and DVD player. We have a large catalog of movies if you'd like to borrow them. There is a small breakfast table for 2 and a 3 drawer dresser that doubles as a night table with a lamp . There is an outlet on each side of the bed for charging phones Outside the tent your area has a gas grill and picnic table, a camp box which contains pots pans, cooking utensils, paper plates, cups and more. A campbox inventory list is posted in the pictures. There is a fire pit with adirondack chairs, sit by the fire and roast Marshmallows we provide everything you need for smores including the sticks. Bath towels and toiletries are provided there is a large shower with dressing room and a deluxe flushable Porta potty with a sink and paper towels on the property. You are welcome to walk the property sit and relax on one of the many benches or chairs or get a game of cornhole going. Guest access New for 2024, 6 person Hot tub and a level 2 EV charger free to all guests. Our Zen Den is stocked with snacks and groceries if you don't want to lug in the food it can be purchased here. There is a price list in the pictures so you can see what we offer. We have an 18 hole mini golf on the property you are welcome to play as much as you like. Sit in the scre
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$113
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  • Follow the leaders!
  • Cutest breakfast nook
  • Follow the leaders!

Little Duck Farm

99%
(35)
36mi from Great Barrington · 1 site · Lodging · Greenville, NY
Stress Free Camping at Little Duck Farm Come enjoy the peaceful country vibe at our small family "farmette". We have a beautiful private spot tucked away at the edge of the woods all set up just for you. Our 4 acre property features chickens, ducks, a friendly barn cat, gardens, and an old farm house across the field. It is a very special and calm space in a rural town. Our family has been working to restore the farm house and develop a small farm. Adjacent to the property is a patch of woods where the campsite is nestled into. Campers have a private vintage camper along with a fire pit, hammock, and outdoor table and chairs. We do have a farm stand in front of the house, which guests are welcome to shop. Products we sell include maple syrup, honey, coffee, wood crafts, handcrafted tea blends, fresh eggs, fresh veggies (in season) and other homemade goodies. Enjoy the mountain views, fragrant wildflowers, crisp night sky, fireflies, calming sounds of nature, farm fresh offerings, and the many amenities and activities available in the area. Biking, hiking, climbing, golfing, disc golfing, horseback riding, snow and water fun, farms, breweries, and so much more all within a short drive. 2 minutes from the village of Greenville, 30 from Windham and Hudson, 45 from Albany, 2 1/2 hours from NYC. If there is a specific experience you are looking for we are happy to point you in the right direction.
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$85
 / night
  • Studio Retreat
  • Studio Retreat
  • Studio Retreat

Studio Retreat

100%
(3)
44mi from Great Barrington · 1 site · Lodging · Lake Hill, NY
Studio Apartment with Private Detached Bath in Historic Woodstock Property Nestled on the second floor of a larger historic building at The Source in Lake Hill (Town of Woodstock, NY), this intimate studio apartment offers simplicity, history, and character. The unit features a cozy living space and a detached private bathroom (only for your use) with a classic clawfoot tub—perfect for soaking after a day of hiking, creating, or exploring the Hudson Valley. About the Property The Source is located at 4228 Route NY-212, on land once held sacred by the Munsee and Lenape peoples. The property has a rich and storied past: once part of a 19th-century farm, later transformed into the Beaux Arts–style artists’ colony Garden of the Gods in 1908. The area attracted generations of artists and visionaries, joining the legacy of nearby Byrdcliffe (1902) and the Maverick Colony (1905). In the 1930s, the site transitioned from a summer resort (Wildwood Farms) to housing for the New York Youth Association. In 2019, the property was reborn as The Source, an experimental space dedicated to sustainable community and creative exchange. Today, The Source hosts regular gatherings, workshops, and exhibitions—including its annual contribution to Upstate Art Weekend.
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$110
 / night
  • On-Farm Container Building/Glamping
  • On-Farm Container Building/Glamping
  • On-Farm Container Building/Glamping

On-Farm Container Building/Glamping

100%
(3)
49mi from Great Barrington · 2 sites · Lodging · Stone Ridge, NY
Reconnect with nature at this unforgettable escape. A tiny house container building designed and built by your host set on a Hudson Valley organic microgreen farm. Or a glamping tent with amenities among our old-growth pines. Your visit can include a tour of our net-zero greenhouse, abandoned 19th-century farm, and Native American Ceremonial Stone landscape on 30 acres of rewilded forest. Enjoy learning experiences for adults and kids, ranging from how to plant and use microgreens to building a container building to Native American astroarchaeology.
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$161
 / night

Stories from the community

Wow so cute
L
Larcey
3 weeks ago
Weekend Trip to Atland Artist Residency
Cozy levels at an absolute maximum here!! I absolutely adored my stay, and can not wait to come back!
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On-Farm Container Building/Glamping
R
Renee
November 2025
With kids
1 night at On-Farm Container Building/Glamping
The container cabin was incredibly cool! Michael was happy to answer questions about the space, construction, and area. He provided all the amenities, and was kind enough to give a tour of the microgreen grow space and some greens to take home. Very cozy, beautiful woods, and a kind host. We had a great time!
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Tucked away camper under the shade
B
Bettina
November 2025
Weekend Trip to Little Duck Farm
This was my second time staying here and it was just as delightful as the first! The camper is cozy, clean, and well-equipped and the outhouse situation is even better now. A lovely spot to make a fire and hang out under the stars.
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Studio Retreat
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Nick
October 2025
Weekend Trip to Studio Retreat
The room was clean and well suited to my needs. Juliet made the check in and out process very easy.
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Quentins Treehouse
P
Pina
October 2025
Weekend Trip to Quentins Treehouse
Absolutely beautiful and serene! A great getaway close to awesome restaurants and live music. The treehouse is romantic and the views of the lake are breathtaking! Perfect spot for a campfire, morning coffee and open fire cooking adventure!
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Magical Yurt in the Woods
M
MaYa
October 2025
Weekend Trip to Magical Yurt in the Woods
Such a great place to camp. I highly recommend everyone go, it was magical. I had the best time ever!
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The Little Witch Cottage
A
Ashley
October 2025
3 nights at The Little Witch Cottage
The little witch cottage is a perfect little getaway. Cute and cozy inside, close to a fun little town and local deer loved to hang out in the yard! We supper appreciated having the kettle and toaster oven for convenience. Rustic yet comfortable!
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Studio Retreat
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Nicole
October 2025
Weekend Trip to Studio Retreat
Beautiful property that is quiet and peaceful. The location is convenient and room was quaint and cozy. Thank you 🦋💙🙏
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Atland Artist Residency
D
Danielle
October 2025
Weekend Trip to Atland Artist Residency
We had a great time at Tori’s place, the tent was clean and had everything we needed. They were very helpful with recommendations and using the facilities. Gorgeous place, we’ll be back!
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Woodstock Cottage
A
Angela
October 2025
With pets
Weekend Trip to Woodstock Cottage
We loved staying at Juliet’s carriage house! It was so cozy and only a few minutes from Woodstock. We will definitely be returning!
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Tucked away camper under the shade
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Brendan
October 2025
Weekend Trip to Little Duck Farm
Such gracious hosts. Everything comes as advertised; it was an amazing way to spend a weekend if you're looking for a relaxing, retro experience. I will definitely be going back!
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Magical Yurt in the Woods
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Jack
October 2025
Weekend Trip to Magical Yurt in the Woods
as advertised, very beautiful place in the woods and a very welcoming community of neighbors. Highly recommend.
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two story tiny cabin with two windows on bottom floor and two screened windows on top floor that can open
D
Darian
October 2025
Weekend Trip to Atland Artist Residency
The cabin was very cute and comfortable! There are a surprising amount of amenities packed in- headlamps, coffee making items, a fridge, and more. The heaters kept it very cosy.
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The Awakening Garden
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Lillian
October 2025
Weekend Trip to The Awakening Garden
My partner and I were able to spend a really lovely weekend at the Twin Oaks cabin on Peter's campgrounds. We spent most of our time riding around on motorcycle and got in after dark on both nights. The view of the stars just overhead of the cabin was gorgeous. It felt gratifying to build the fire in the woodstove each night, which heat up the little cabin in no time. We got to see more of the thoughtful details in the cabin and even in the outhouse and outdoor shower as we were packing up on our last morning there. We'll be back in the area this time next year and would love to make it a new tradition to come back to theTwin Oaks cabin! Thank you for offering this space!
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The Little Witch Cottage
K
Kathy
October 2025
With pets
1 night at The Little Witch Cottage
Caitlin’ cottage is very unique and a special oasis in tune with it's natural environment!
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two story tiny cabin with two windows on bottom floor and two screened windows on top floor that can open
J
Jessica
October 2025
3 nights at Atland Artist Residency
Accommodations were snug and cozy, and Tori was very responsive any time we had a questions. Next time we hope to be there when it’s warm enough for the outdoor shower and hot tub.
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The Little Witch Cottage
S
Susan
October 2025
2 nights at The Little Witch Cottage
Caitlin’s little witch cabin was perfect for our mini getaway. It was our first time in the Catskills and I’m glad we came across her Hipcamp. We basically got to do everything we planned for (hikes, food) because her place was in such a great location! Getting around was very easy and we had great cell service through out the trip. As a beginner ceramicist, I was in awe of her work! She is very talented and creative and has a great eye for decor. The bed was super comfy and we loved the outdoor shower! Thank you for hosting us, Caitlin!
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Taborton Harvest
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Britton
October 2025
Weekend Trip to Taborton Harvest
Delightful cabin in a beautiful part of upstate New York. Brand new cabin with electricity and heat. Well appointed common building with showers toilets and a kitchen/great room. Highly recommend and we will be back!
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Woodstock Cottage
C
Camille
October 2025
Weekend Trip to Woodstock Cottage
Such a wonderful spot! Everything was clean, cozy and had everything we needed. Very easy to get in and out of Woodstock. Would recommend, thanks Juliet!
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Quentins Treehouse
T
Tadea
October 2025
1 night at Quentins Treehouse
Our night spent at Quentin’s treehouse was beyond phenomenal. Pictures don’t do the treehouse and the view justice and Quentin truly went above and beyond as a host! From helping us start a fire to coffee in the morning, to the thoughtfully available items such as an extra sleeping bag and cookware on site, I can’t recommend this Hipcamp enough. Without a doubt my favorite I’ve ever stayed at!
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Available this weekend

  • Unique People & Pet Welcoming Haven
  • Unique People & Pet Welcoming Haven
  • Unique People & Pet Welcoming Haven

Unique People & Pet Welcoming Haven

100%
(1)
43mi from Great Barrington · 1 site · Lodging · Shelburne Falls, MA
Discover Cavalier Cottage B&B, a pet-friendly home away from your home and an attractive alternative to conventional hotels, motels and B&B’s. We warmly welcome visitors who come to this beautiful area of Western Massachusetts with or without their companion animals. Now in its 12th year, Cavalier Cottage has clearly answered a need for genuinely pet-friendly accommodations. Nestled at the base of the Charlemont hills and located on a very quiet country road, Cavalier Cottage is appointed with everything you’ll need to make your stay comfortable and enjoyable. More than one guest has commented that the cottage and its setting seem to have a special air of tranquility that works a kind of magic: Most pets settle right in with no sense of strangeness, and their human companions find themselves absorbing the atmosphere of peace in their surroundings.
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from 
$126
 / night
  • 5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
  • 5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
  • 5 Min to Skiing | Hot Tub | Fire Pit | Pool Table

5 Min to Skiing | Hot Tub | Fire Pit | Pool Table

47mi from Great Barrington · 1 site · Lodging · Windham, NY
Escape to this newly renovated mountain cabin just 5 minutes from Windham Mountain Ski Resort! With a private fishing pond and a deck offering panoramic resort views, it's a perfect outdoor retreat. Inside, enjoy a pool table, Pac-Man arcade, and shuffleboard for endless fun. A 2-minute drive to town makes dining and shopping convenient. The cabin's modern amenities, cozy fireplace, outdoor firepit, and hot tub guarantee a comfortable and relaxing stay.
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$1725
 / night
  • Honey House Zen Tiny Home
  • Honey House Zen Tiny Home
  • Honey House Zen Tiny Home

Honey House Zen Tiny Home

35mi from Great Barrington · 1 site · Lodging · Collinsville, CT
Located in Collinsville, CT named one of the best small towns in the USA, you can find Farmer’s Market, live music, kayaking, biking and a walking trail from our home our historic town is home of the Collins Company Axe factory! ! Easily walk down town or just enjoy nature. This tiny home is off grid but luxury style. Full kitchen, half bathroom, composting toilet you maintain or pay a fee for us to. You may see bear, bunnies, deer and more all in a day! Two full beds- one room and a loft. Perfect for a digital detox! Bonus add on sound healing, yoga, massage or more.
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from 
$200
 / night
  • Jenny Y.’s Land
  • Jenny Y.’s Land
  • Jenny Y.’s Land

Jenny Y.’s Land

67%
(3)
27mi from Great Barrington · 6 sites · Lodging · Catskill, NY
Treetopia Campgroud is the glamping specialist of Hudson Valley.  We have a range of camping solutions for every experience level.  We strongly believe in ecological sensible camping and practice "leave no trace" where possible.  
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from 
$147
 / night
  • Private Riverside Experience For Large Groups
  • Private Riverside Experience For Large Groups
  • Private Riverside Experience For Large Groups

Private Riverside Experience For Large Groups

24mi from Great Barrington · 1 site · Lodging · Red Hook, NY
Reconnect with nature at this unforgettable riverside escape for large groups and families. Multiple glamping tents and cabins are adjacent to a river for tubing, fishing, and serenity.
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from 
$750
 / night

Dog-friendly getaways

  • The Leeway
  • The Leeway
  • The Leeway

The Leeway

48mi from Great Barrington · 9 sites · Lodging · Mount Tremper, NY
Discover the charm of The Leeway, a boutique luxury motel nestled in the scenic Catskill Mountains. Offering a perfect blend of modern comfort and natural beauty, The Leeway is your ideal retreat from busy everyday life. Our newly renovated, stylish rooms provide a serene haven with cozy furnishings and all the amenities you need for a relaxing stay. The Leeway's prime location on the Esopus Creek in Mount Tremper allows easy access to the best of the Catskills, including vibrant towns like Phoenicia and Woodstock, and a plethora of outdoor activities. Our property is a tranquil oasis, featuring a picturesque creek where you can unwind with a glass of wine, spot local wildlife, or simply soak up the sun. Whether you're here for adventure or relaxation, The Leeway offers a unique experience that combines rustic charm with upscale comfort, making every visit unforgettable. At The Leeway, we've thoughtfully curated every detail of your stay. Our rooms feature luxurious touches like high-quality sound systems, locally roasted coffee, and outdoor gear to enhance your adventures. Guests love our cozy fireside gatherings by the Esopus, where comfortable seating, ambient lighting, and relaxing hammocks create the perfect atmosphere for unwinding. Our knowledgeable staff is always ready to share insider tips on the best local hikes, restaurants, and attractions, ensuring you experience the very best of the Catskills during your visit.
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from 
$185
 / night
  • Phoenicia Creekside Cottage
  • Phoenicia Creekside Cottage
  • Phoenicia Creekside Cottage

Phoenicia Creekside Cottage

100%
(3)
50mi from Great Barrington · 1 site · Lodging · Phoenicia, NY
Learn more about this land:“Nestled in the heart of the high peaks region of the Catskill Mountains.” We are located directly on Phoenicia’s iconic Main Street. At our little cottage you will fall asleep listening to the sounds of Stoney Clove Creek. You are a stones throw from all of our beloved town has to offer. Cozy queen bed, a *very* comfortable fold-out queen sofa bed, full kitchen, full bathroom and more. Come enjoy The Catskills!
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from 
$150
 / night
  • Dadzpad Cabin
  • Dadzpad Cabin
  • Dadzpad Cabin

Dadzpad Cabin

100%
(3)
28mi from Great Barrington · 1 site · Lodging · Stephentown, NY
Step back in time and remember when life was less complicated. Come relax in this vintage full house on private dead end street. The setting is peaceful and surrounded by hemlocks. Brand New Culligan System! Two bedrooms and two baths and a full size deck. Entertainment includes WiFi and a TV with roku and Netflix. There are many fun activities in the area, including multiple ski resorts and beautiful hiking trails. Minutes from the Berkshires and also close to Vermont and the Capital region. My dad passed away in March of 2021 after a long stay in the hospital in which he accumulated many bills. This is his house and my childhood home. This old house was once filled with love, family, and laughter and is looking for someone to appreciate it again. Will you help me save Dad’s house?
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from 
$119
 / night
  • Lounge & snuggle section.
  • Gatherwild Ranch
  • Lounge & snuggle section.

Gatherwild Ranch

92%
(13)
26mi from Great Barrington · 13 sites · Lodging · Germantown, NY
Welcome to Gatherwild Ranch, featured in The New York Times and home to 8 beautiful and unique accommodations spread out on the rolling hills of a former apple orchard in the heart of the Hudson Valley in Upstate NY. We provide a luxurious farmstead experience, and offer a place to comfortably reconnect with nature. Enjoy the privacy of your site or meet meaningful community in the common areas. Explore the bustling nearby upstate town of Germantown, Hudson and Rhinebeck, drop in a swimming hole, cool off in our sprinklers, enjoy our beautiful bathhouse amenities, pet a goat and collect duck eggs for your breakfast, and stargaze by your private fire at night. The experience of a lifetime is at your fingertips.
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from 
$207
 / night

Other options near Great Barrington

  • Brook N Wood Family Campground
  • Brook N Wood Family Campground
  • Brook N Wood Family Campground

Brook N Wood Family Campground

23mi from Great Barrington · 53 sites · Elizaville, NY
Discover the charm of Brook n Wood Family Campground, a unique destination nestled on 62 picturesque acres in the heart of the Hudson Valley. This family-run campground, managed by the welcoming Leto family, offers an inviting atmosphere where you can unwind and create lasting memories. Our spacious camping sites cater to RV enthusiasts of all kinds, featuring convenient 50 and 30 Amp electric, water, and sewer hookups. Whether you prefer a sun-drenched open site or a serene, secluded wooded spot, we have the perfect location for you. Stay connected with complimentary WiFi access available throughout the park, allowing you to share your adventures with friends and family. Explore the surrounding natural beauty, enjoy nearby swimming holes, and partake in a variety of outdoor activities. With local restaurants and shops just a short drive away, Brook n Wood Family Campground is your ideal getaway for relaxation and exploration.
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Value Prop
Value Prop
Happy farmer sitting in a truck in a grassy field
Happy farmer sitting in a truck in a grassy field

Popular Great Barrington trips

Glamping
Farm glamping
Glamping with hot tubs
Forest glamping
Dog-friendly glamping
Family-friendly glamping
River, stream, or creek glamping

Popular Great Barrington glamping styles

Cabins
Yurts
Tiny homes
A-frames
Bell tents

Top parks near Great Barrington

Natchaug State Forest
Coolidge State Park
Home Of Franklin D Roosevelt National Historic Site
Minute Man National Historical Park
Great Egg Harbor River
Ferry Beach State Park
Appalachian National Scenic Trail
White Mountain National Forest

Top cities near Great Barrington

Boston
Chicopee
Haverhill
Jersey City
Philadelphia
Baltimore
Westminster
Rochester

Best camping near me

Best tent camping near me
Best RV camping near me
Best glamping near me