Glamping Near Great Barrington, MA, US: 12 Best Luxury Glamping Sites 2025

Planning a camping trip near Great Barrington, Massachusetts? Hipcamp has over 1166 options specifically tailored to your glamping preference in that area. Whether you're a seasoned glamper or new to the trend, you'll find the perfect campsite to suit your style and needs. With top-rated options like Timbertrail Farm (257 reviews), Wyomanock Farm (215 reviews), and Quarry Brook (207 reviews), you can trust that you'll have a memorable and comfortable camping experience. Plus, with popular amenities like trash disposal, toilets, and pet-friendly options, you'll have everything you need for a hassle-free adventure. And let's not forget the average price per night of $100, with options starting as low as $25. So, pack your bags, grab your favorite book, and get ready to enjoy the great outdoors in style!

98% (2.2K)

Top-rated campgrounds

Planning a camping trip near Great Barrington, Massachusetts? Hipcamp has over 1166 options specifically tailored to your glamping preference in that area. Whether you're a seasoned glamper or new to the trend, you'll find the perfect campsite to suit your style and needs. With top-rated options like Timbertrail Farm (257 reviews), Wyomanock Farm (215 reviews), and Quarry Brook (207 reviews), you can trust that you'll have a memorable and comfortable camping experience. Plus, with popular amenities like trash disposal, toilets, and pet-friendly options, you'll have everything you need for a hassle-free adventure. And let's not forget the average price per night of $100, with options starting as low as $25. So, pack your bags, grab your favorite book, and get ready to enjoy the great outdoors in style!

98% (2.2K)

Top-rated campgrounds

1. Upper Shire Campsites Hudson Valley

100%

(238)

7.3mi from Great Barrington · 7 sites · Tents, RVs, Lodging · Hillsdale, NY

The Upper Shire Private Campsites in the Hudson Valley are on a gorgeous hill with a small pond surrounded by 22 acres of an old horse ranch. It is located in Columbia County near the Massachusetts and New York border. There are currently 5 unique camping areas located here. Each one is special due to its location on the hill. Check out our map and enjoy our spacious yet secluded campsites and our new off-grid double shower shack with hot and cold water on demand. This place has a relaxed atmosphere and is located near Catamount Ski Resort, Bash Bish Falls, Taconic State Park, Hudson NY, and Great Barrington, MA. If you plan on bringing a pet please be sure to add that fee to your booking under "extras" ($25) If you have additional guest(s) that would like to join you that fee is ($25 a night per person) and you will need to message us about how to arrange that. We have extra easy pop-up two-person tents available to rent ($15 for two nights) you can also find that option under "extras" along with bundles of firewood ($15)

2. Wyomanock Farm

97%

(844)

22mi from Great Barrington · 33 sites · Tents, RVs, Lodging · Stephentown, NY

Our 75 acres is a wonderful, diverse mix of habitat, harmoniously integrated with our small farm. This land was the homestead of the very first non native settler of the area, John Wiley, in 1787. Before that, it was the land of the Mahican native Americans. They named it "valley of the butternut trees", or Wyomanock. The Wyomanock Creek is the backbone of this little valley. Beaver have dammed the creek at several points to create ponds and other wetland features that support a diversity of wildlife including otter, moose and a myriad of birds, from osprey to herons. This sanctuary is host to many uncommon native plants and plant communities. We would love to share it with you! Your host, Thom, invites you to property to explore 75 acres of meadows, woods and water. Choose one of several sites either in the woods or open areas. You are also free to use our outdoor solar shower or take a dip in the cold pond or artesian spring fed pool. Our location is convenient to the Berkshire Mountains, state parks, hiking and other attractions, including Ramble Wild tree to tree adventures and Jiminy Peak. There are a few miles of rail trail access just down the road.

3. Atland Artist Residency

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(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 :)

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.

5. Dharma Bums Eco Lodge

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(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

6. Sacred Hollow in Heart of Hudson

91%

(22)

41mi from Great Barrington · 4 sites · Tents, RVs, Lodging · Hurley, NY

the locals know our street because of the indigenous people and early Dutch settlers mixing with the slaves. Much history here, with the small town of stone houses, making Hurley a national historic destination. This serene is secluded on a mountain surrounded by trees with seasonal views. The campsite is neighboring 105 acres of beautiful conservatory land available for hiking. No true trails are available, but you can be adventurous and hike further up the mountain, arriving to a clearing, providing you with a lovely mountainous view. From the mountain, you can hike to a waterfall or even hike across a lovely plain field surrounded by mountain ranges on both sides and crossing the creek over to Historic Stone houses in Hurley. Within a 10 minute drive check out some of the local restaurants like Alebrijes, Hickory BBQ & Smokehouse, and the Hurley Inn where the movie “Tootsie” was filmed!. Hurley Marbletown Trailhead and Rail trail parking are only a 6 minute drive away! The town of Kingston is about 15 minutes from our site where you will find Bluestone Wild Forest, antique shops, restaurants, other outdoor activities! The nights are just spectacular as you look into the sky surrounded by a blanket of stars, able to see the many constellations looking like jewels on a black cloth. The sounds of nature and all of it's distinct calls including that of eagles, is truly an experience. And we cannot forget our other friendly neighbors, the wild turkeys and deer! We are very appreciative of this beauty and would love to share this sacred place with you. Learn more about this land: Feels like you’re away from civilization but yet close to all the Hudson valley has to offer. 15-20min from Woodstock, rosendale, stone ridge, Rhinebeck, red hook, New Paltz and Mohawnk short 30 min drive. The glampsite is a yurt with a fire pit and a full modern bathroom just a short walk away. For a small fee, you can also rent our bikes for riding the nearby rail trail or just visit the waterfall 2 miles away. Wood available for purchase. THE HOT TUB IS PART OF A MINI-SPA PACKAGE AAND IS AVAILABLE FOR AN ADDITIONAL FEE. Not only will You be relaxing, but also connecting with the cosmos through a 1 hr transformative healing session offered by the host for an extra fee.

7. Palsgraf estates

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(23)

40mi from Great Barrington · 2 sites · Lodging · Tannersville, NY

This is private property located in the Catskill mountains which boarders state land with a short hike to the roaring kill stream. There are 2 cabins with their own fire pits completely off grid.there is a very clean Porto potti for use. Great views of mountains and stars at night. Plenty of wood for campfires and a outdoor barbeque for each cabin.

8. The Awakening Garden

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(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.

9. Locust Grove Waterfall

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(75)

43mi from Great Barrington · 1 site · Lodging · Oak Hill, NY

Fall asleep to the sounds of the waterfall on the Catskill creek! Escape the chaos - find peace and solace among the Catskill mountains. Located directly on the Catskill creek in the hamlet of Oak Hill, you'll be sleeping to the sounds of the waterfall just steps from the site. At the foot of the waterfall is your own personal swimming hole. Take advantage of the multiple hammock relaxation stations throughout the property and swimming in the creek. If you're up for a walk, the infamous Yellow Deli is just a mile down the road. We're just a few minutes away from Windham Mountain and various trails if you're the hiking type. Check out our "Must See" list in the tent for suggestions on places to enjoy during your stay. This campsite features a queen size bed for two. Site guidelines Bring loads of extra blankets and warm clothing. Boots are a must. Although the driveway is kept clear, car should ideally be AWD or 4WD depending on weather conditions. Consult your campkeeper. Let your campkeeper know when you are arriving so we can light up entry for you. Cleanup all common spaces when you leave. But, make yourself at home. Video Footage of the site - Instagram - @locustgroveny ***We have added a second full size glamping tent, the same size as the main tent with a queen size bed. This is only available to you when you book this site with a capacity of more than 2 people, it will never be rented to anyone else when you are there. ***Coming spring/summer of 2025 we will be launching the official opening of our food truck onsite - come and enjoy a taco during your stay!

10. Sunflower Retreat

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(103)

30mi from Great Barrington · 1 site · Lodging · Cummington, MA

A humble, 2-acre vegetarian family micro farm. Home to our family of five, 2 cats, 2 rabbits and nineteen chickens. Beautiful, established flower gardens, fruit trees and veggies. This is also home to Sunflower Yoga & Mindfulness where yoga and meditation are taught. The cabin is nestled in the 1 acre of woods behind our home, protected by large old pines and surrounding acres of forest. Home to many songbirds, woodpeckers, raven, deer, porcupine and the occasional black bear. A true retreat. Small, rustic cabin with electricity in the woods behind our home in the hilltowns of Western Massachusetts. You are just 300 feet from the house, but while in the woods you will have complete privacy. The woods are filled with songbirds and there is a small platform for meditation. There is no wifi in the cabin, so enjoy the ability to disconnect from it all while connecting within. The hilltown region is rich with rivers and lakes for swimming, boating and fishing and forests for hiking. We are just 30 min to Northampton and 45min-1hour from the many cultural offerings of the Berkshires.

11. Woodland's Edge Glamping & Hot Tubs

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47mi from Great Barrington · 3 sites · Lodging · Belchertown, MA

Choose between our extra large tent can hold a family/friend group of up to 8 comfortably, but is also cozy enough for a couple's getaway. Or our sweet-as-can-be tiny A-frame cabin. Our private site is in the middle of a mixed-wood forest. Deer roam free and you will surely hear the call of coyotes and owls at night. Centrally located within 10 minutes of downtown Amherst, 15 minutes to downtown Northampton, this tent is the perfect base camp to access all that this region has to offer. Flea markets and farmers markets on the weekends, malls, museums and numerous restaurants in the area should you decide to venture out for a bite to eat. Holland Glen, a popular hiking spot with waterfalls and swimming holes is a quick 3-minute drive to the trail head. It is an easy 1-mile ride to the start of the Norwotuck Rail Trail a paved bike path through wetlands and rolling farmland. Or simply stay put, unplug, and relax in one of the hammocks or enjoy our one of a kind wood-fired hot tubs! Our guests are welcome to wander around our little homestead have your coffee in the pollinator patch and watch the hummingbirds, butterflies and bees do their thing. Feed the chickens, then nibble your way through our berry patches, fruit trees and gardens and experience what it is like to live simply in New England. Cook a meal over the fire - we will provide the cast iron pans and dishes if needed. Learn more about this land: A private campsite on the edge of a woodland forest. Deer roam free and you will surely hear the coyotes call at night. Centrally located within minutes of Amherst and Northampton, this tent is the perfect base camp to this vibrant region. Relax in the hammock with a good book, play a rowdy game of corn hole, sip your coffee in our pollinator patch, tell stories by the campfire or rent our projector for the night for a fun in-tent movie!

12. Quentins Treehouse

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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.

13. Berkshire Beech House

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(34)

41mi from Great Barrington · 2 sites · Lodging · Monroe, MA

This tiny A frame is proudly nestled in a truly secluded camp in the Berkshires and Vermont border of Monroe, MA. Features an off grid heated and lightly electrified solar power. Enjoy the near silence in the forest with the convenience of being only 15 minutes from the town of North Adams. Relax around the cook top fire pit, go on a white water rafting adventure, hike the Appalachian trail, see Mass MoCA art, and the necessary visit to maple sugar shacks. Explore the area and you will find breathtaking views, especially if you make it up here at prime leaf peeping days.

14. Magical Yurt in the Woods

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(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.

15. 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*

16. Cherry Plain Sanctuary Farm

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(14)

30mi from Great Barrington · 9 sites · Tents, Lodging · Cherry Plain, NY

Only 10 minutes from Cherry Plain State Park, Cherry Plain Sanctuary Farm/ Hearts in Hand Horsemanship LLC is a 150 acre hidden destination for outdoor adventurers, families and solo campers. We are a safe place for women who are traveling alone. We ensure everyone's quiet experience by not publishing our actual address. Please note: We ask for photo ID. Once we receive your photo ID via text we will provide exact directions to our property. Please plan to check in no later than 4:30pm as we are not available for later check ins unless we agree to meet you. It is dark at 5pm so early check in is critical. We host NYS Police along with local police/sheriff deputies here through our organization Hearts in Hand Horsemanship LLC. Don't be surprised if you see a NYS trooper or police unit parked up in the field near the horses. Fires: We allow small fires in specific spots, namely the fire ring at Camping on Blueberry Hill, at Ft Sky and inside the Tipi. Campsite fires are allowed weather permitting, when it's not windy and must be kept small. If it's windy then you can still have a fire in the tipi. No large fires or bonfires. All fires must be completely out unless you are physically with your fire. We supply 5 gallons of water and more is available to drink, wash dishes and put your fire out. Please respect our rules. Fire safety is necessary to keep everything safe here for all of us. Thank you for understanding. Here in the mountains we can experience very cold nights. We supply a small pile of firewood for a small fire at no charge. If you like, you can gather more dead wood (not live trees) in our forests. Winter is coming soon. Please bring lots of clothes and layers. Stay warm! Smoking: We are primarily a non-smoking/vaping farm and appreciate you smoking/vaping in your vehicle not on our premises please. Partying: Nope not us. Our farm is peaceful and quiet and so are our neighbors. Please party elsewhere and come here to relax in the blissful quiet of nature. Quiet music, just playing some Spotify tunes and acoustic musicians are welcome here. There's a great bar restaurant 5 minutes from us, "17 Cherry Plain Sq". Live music, great food and something like 40 beers on tap. Party there then chill out here with us. Breakfast and the best beef this side of the Mississippi can be found at Gardners Cafe and Icecream Shop only 5 miles up 22 South from our place. You can enjoy a big fat omelet with homefries and bacon then grab frozen hamburg and steaks from Gardner's own local beef grown wild and free outside. Cherry Plain Sanctuary Farm is adjacent to miles of public forest. Peace and solace can be found in these quiet mountains. In addition to amazing hiking, backpacking mountain biking, road biking right from your Hipcamp site, with kayaking nearby. We are 10 minutes away from Cherry Plain State Park (which has a gorgeous lake and kid-friendly sandy beach), and even closer to the Taconic Crest Trail. Our location is nestled between the Taconics of New York, the Green Mountains of Vermont, and the Berkshires of Massachusetts. Come share our paradise, bring your outdoor adventurer gear (you will be glad you did) and we will share our favorite local destinations with you. We ask that all hipcampers who are primary guests be 21 years of age or over. Children are welcome but we will not knowingly rent to anyone under 21 years of age. There is a $50 additional charge for garbage left at our farm including cigarette butts (we are a no smoking farm!), broken glass, bottles, cans, plastics, containers, bags and other trash. This is a pack in and pack out working farm not a party spot. Renting from us constitutes your reading of our rules attached to each property, your understanding and your agreement of our policies. Thank you so much for your understanding. We welcome you who seek quiet and the solace found in nature.

17. Thornback Wood

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(2)

49mi from Great Barrington · 1 site · Lodging · Jacksonville, VT

11 acres of beautiful woodland forest. With a small seasonal stream. And a budding homestead.

18. Maple Corner Farm

98%

(50)

21mi from Great Barrington · 4 sites · Tents, Lodging · Granville, MA

Eighth generation farm in continuous since 1812. 200 acres of open fields, forest and streams. We have many trails on the property as well as a waterfall. There is fishing, kayaking and the Appalachian trail all within 30 minutes. Farm store is open with maple syrup, maple products, beef, pork, eggs and specialty products.

19. 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.

20. 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!

Camper favorites near Great Barrington

Top-rated campgrounds reviewed by the Hipcamp community.

Berkshire Beech House

99%

(34)

41mi from Great Barrington · 2 sites · Lodging · Monroe, MA

This tiny A frame is proudly nestled in a truly secluded camp in the Berkshires and Vermont border of Monroe, MA. Features an off grid heated and lightly electrified solar power. Enjoy the near silence in the forest with the convenience of being only 15 minutes from the town of North Adams. Relax around the cook top fire pit, go on a white water rafting adventure, hike the Appalachian trail, see Mass MoCA art, and the necessary visit to maple sugar shacks. Explore the area and you will find breathtaking views, especially if you make it up here at prime leaf peeping days.

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.

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*

Cherry Plain Sanctuary Farm

100%

(14)

30mi from Great Barrington · 9 sites · Tents, Lodging · Cherry Plain, NY

Only 10 minutes from Cherry Plain State Park, Cherry Plain Sanctuary Farm/ Hearts in Hand Horsemanship LLC is a 150 acre hidden destination for outdoor adventurers, families and solo campers. We are a safe place for women who are traveling alone. We ensure everyone's quiet experience by not publishing our actual address. Please note: We ask for photo ID. Once we receive your photo ID via text we will provide exact directions to our property. Please plan to check in no later than 4:30pm as we are not available for later check ins unless we agree to meet you. It is dark at 5pm so early check in is critical. We host NYS Police along with local police/sheriff deputies here through our organization Hearts in Hand Horsemanship LLC. Don't be surprised if you see a NYS trooper or police unit parked up in the field near the horses. Fires: We allow small fires in specific spots, namely the fire ring at Camping on Blueberry Hill, at Ft Sky and inside the Tipi. Campsite fires are allowed weather permitting, when it's not windy and must be kept small. If it's windy then you can still have a fire in the tipi. No large fires or bonfires. All fires must be completely out unless you are physically with your fire. We supply 5 gallons of water and more is available to drink, wash dishes and put your fire out. Please respect our rules. Fire safety is necessary to keep everything safe here for all of us. Thank you for understanding. Here in the mountains we can experience very cold nights. We supply a small pile of firewood for a small fire at no charge. If you like, you can gather more dead wood (not live trees) in our forests. Winter is coming soon. Please bring lots of clothes and layers. Stay warm! Smoking: We are primarily a non-smoking/vaping farm and appreciate you smoking/vaping in your vehicle not on our premises please. Partying: Nope not us. Our farm is peaceful and quiet and so are our neighbors. Please party elsewhere and come here to relax in the blissful quiet of nature. Quiet music, just playing some Spotify tunes and acoustic musicians are welcome here. There's a great bar restaurant 5 minutes from us, "17 Cherry Plain Sq". Live music, great food and something like 40 beers on tap. Party there then chill out here with us. Breakfast and the best beef this side of the Mississippi can be found at Gardners Cafe and Icecream Shop only 5 miles up 22 South from our place. You can enjoy a big fat omelet with homefries and bacon then grab frozen hamburg and steaks from Gardner's own local beef grown wild and free outside. Cherry Plain Sanctuary Farm is adjacent to miles of public forest. Peace and solace can be found in these quiet mountains. In addition to amazing hiking, backpacking mountain biking, road biking right from your Hipcamp site, with kayaking nearby. We are 10 minutes away from Cherry Plain State Park (which has a gorgeous lake and kid-friendly sandy beach), and even closer to the Taconic Crest Trail. Our location is nestled between the Taconics of New York, the Green Mountains of Vermont, and the Berkshires of Massachusetts. Come share our paradise, bring your outdoor adventurer gear (you will be glad you did) and we will share our favorite local destinations with you. We ask that all hipcampers who are primary guests be 21 years of age or over. Children are welcome but we will not knowingly rent to anyone under 21 years of age. There is a $50 additional charge for garbage left at our farm including cigarette butts (we are a no smoking farm!), broken glass, bottles, cans, plastics, containers, bags and other trash. This is a pack in and pack out working farm not a party spot. Renting from us constitutes your reading of our rules attached to each property, your understanding and your agreement of our policies. Thank you so much for your understanding. We welcome you who seek quiet and the solace found in nature.

Thornback Wood

100%

(2)

49mi from Great Barrington · 1 site · Lodging · Jacksonville, VT

11 acres of beautiful woodland forest. With a small seasonal stream. And a budding homestead.

Maple Corner Farm

98%

(50)

21mi from Great Barrington · 4 sites · Tents, Lodging · Granville, MA

Eighth generation farm in continuous since 1812. 200 acres of open fields, forest and streams. We have many trails on the property as well as a waterfall. There is fishing, kayaking and the Appalachian trail all within 30 minutes. Farm store is open with maple syrup, maple products, beef, pork, eggs and specialty products.

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.

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!

Public campgrounds near Great Barrington

79%

(7)

Copake Falls Campground

9.5mi from Great Barrington · 114 sites · Tents, RVs · in Taconic State Park

100%

(5)

October Mountain Campground

14mi from Great Barrington · 44 sites · Tents, RVs · in October Mountain State Forest

100%

(4)

Lake Taghkanic State Park Campground

19mi from Great Barrington · 86 sites · Tents, RVs · in Lake Taghkanic State Park

Housatonic Meadows State Park Campground

100%

(1)

Housatonic Meadows State Park Campground

24mi from Great Barrington · 61 sites · Tents, RVs · in Housatonic Meadows State Park

100%

(1)

Austin F. Hawes Memorial Campground

26mi from Great Barrington · 34 sites · Tents, RVs · in American Legion and Peoples State Forests

100%

(7)

Savoy Mountain Campground

33mi from Great Barrington · 46 sites · Tents, RVs · in Savoy Mountain State Forest

Lake Waramaug Campground

34mi from Great Barrington · 76 sites · Tents, RVs · in Lake Waramaug State Park

100%

(4)

Mohawk Campground

36mi from Great Barrington · 50 sites · Tents, RVs · in Mohawk Trail State Forest

nature always wears the color of the spirit - r.w. emerson

90%

(5)

Mills Norrie State Park Campground

39mi from Great Barrington · 55 sites · Tents, RVs · in Mills Norrie State Park

Black Rock State Park Campground

39mi from Great Barrington · 76 sites · Tents, RVs · in Black Rock State Park

Stories from the community

J

Jarvis

2 weeks ago

2 nights at Upper Shire Campsites Hudson Valley

Amazing stay! Host was really helpful and campsite is well kept

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!

The warm cabin on a cold late summer night.

C

Claire

November 2025

1 night at Sunflower Retreat

We had a cozy stay at the Just Be cabin. We arrived after dark and the trail to the cabin was well lit and easy to find. Stacey took the time to build a fire in the woodstove before we arrived so the cabin was very warm, and it was easy to keep warm throughout the evening. For a small cabin it felt very spacious. Really appreciated getting to stay at this sweet retreat!

J

Ji hye

October 2025

Group trip

Weekend Trip to Palsgraf estates

Perfect for a weekend escape from the city. The cabin was spacious and spotless, and the restroom was well-maintained. No service, water, or electricity, but firewood was ready for us, and the nights under the stars were amazing. The host was friendly and easy to communicate with, and check-in/check-out were very flexible and smooth. It felt a little pricey for a basic setup, but we still really enjoyed our stay. Highly recommend this spot if you’re looking to disconnect and recharge in nature.

C

Caitlin

October 2025

With pets

Weekend Trip to Maple Corner Farm

This site was perfect for us! We came with our dogs and they loved running around on the trails and in the fields - the site had a picnic table and cooking area, and we grabbed firewood, eggs, maple syrup and a few other goodies from the farm stand on the way in. David and his family were amazing hosts, checking in periodically to see if we needed anything to make our stay even more comfortable. We took advantage of the permanent tent at the site and our own tents, both were super fun - we will most definitely be back again, thank you David and family!

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!

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!

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!

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.

h

huzaifa

October 2025

Weekend Trip to Palsgraf estates

It was lovely staying at Williams cabin. He is a very welcoming and gracious host. Helped us with our campfire and shared so much knowledge and history of the area with us. It was a great overall experience, would definitely recommend!

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.

L

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!

M

Mericos

October 2025

Weekend Trip to Cherry Plain Sanctuary Farm

Very beautiful location, thoughtful hosts, comfortable accommodations. Grateful for the firewood since we came in late autumn!

A

Audrey

October 2025

Weekend Trip to Berkshire Beech House

Michael was very communicative ahead of time and gave clear instructions to find the property and anything needed.

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.

B

Brandon

October 2025

With kids

Weekend Trip to Palsgraf estates

My family and I had a great time! This was our second trip here and I'm sure we'll be back.

K

Key

October 2025

With kids

1 night at Palsgraf estates

Unfortunately, it rained, but the indoor propane heater kept it warm, and we enjoyed ourselves under the porch. The ground wasn’t muddy, and the autumn leaves in the rain were beautiful.

A

Aisha

October 2025

Weekend Trip to Berkshire Beech House

This was one of our favorite hip camp locations we visited. When they said private, they meant it! It's less than a minute walk from the parking area and has everything you could ever need; charging stations, picnic table, fire pit, recommendations, heat, you name it! Our favorite was the cute little basketball hoop because we are children at heart. Michael was also an incredible host who communicated with us well and left clear, easy to follow instructions. You have the option to purchase firewood from him or you can go into town and get some from local stores. It is also nearby many trails, beautiful scenery, coffee shops, and of course the beautiful North Adams. If you're looking for a truly private serene getaway, this is the spot for you.