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The best glamping near Winchester Center with wifi provided

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92% (739)

Top-rated campgrounds

Atland Artist Residency

1. Atland Artist Residency

100%
(110)
37mi from Winchester Center · 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
The Awakening Garden

2. The Awakening Garden

100%
(10)
48mi from Winchester Center · 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
Magical Yurt in the Woods

3. Magical Yurt in the Woods

100%
(5)
42mi from Winchester Center · 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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$125
 / night
Honey House Zen Tiny Home

4. Honey House Zen Tiny Home

13mi from Winchester Center · 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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$200
 / night
Barge

5. Quentins Treehouse

97%
(158)
19mi from Winchester Center · 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
The Catskill And Chill

6. The Catskill And Chill

95%
(38)
46mi from Winchester Center · 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
Hudson Getaways @ Leeds, NY

7. Hudson Getaways @ Leeds, NY

83%
(3)
46mi from Winchester Center · 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
Spacious Skies Woodland Hills

8. Spacious Skies Woodland Hills

94%
(41)
35mi from Winchester Center · 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 @ Palenville

9. Hudson Getaways @ Palenville

100%
(4)
49mi from Winchester Center · 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
path to the back fields

10. Moon In The Pond Farm

94%
(244)
18mi from Winchester Center · 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
Backyard Glamping Connecticut

11. Backyard Glamping Connecticut

41mi from Winchester Center · 2 sites · Lodging · New Haven, CT
Backyard RV site. 3 RVs- 3 sizes- 24 ft wildwood with full bathroom 5 beds and kitchen. SEE MANUAL https://docs.google.com/document/d/1K_ShLJtV6nIet9eQ0yrqa_LNdYKY0l6VSbgFR-2veqw/edit?usp=drivesdk 19 feet Que with shower and kitchen SEE MANUAL Https://docs.google.com/document/d/1kKXSH-yKQJ1YlwwHHJ_MSDy_PZ-UZ6a3SFzopVdzSmU/edit?usp=drivesdk 15 get Frolic-Canham Candy Store. 2 sleeping options. RVs Center a jacuzzi MUST RESERVE; fireplace, axe throwing and bow and arrow fun. An Outdoor Movie TV Screen option is available along with open bar nights. Minutes from Yale University.
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$70
 / night
Forest Treasure Island

12. Forest Treasure Island

93%
(41)
48mi from Winchester Center · 10 sites · Tents, Lodging · Wilton, CT
Welcome to Our Nature-Loving Farm Retreat in Connecticut Cold season? You will stay still warm in tent💡 Escape to our serene 7-acre where forest, field, low mountains and gentle animals create a peaceful haven just 15-20 min from the ocean in Westport Sherwood, Lake Mohegan in Fairfield + 8 min away local lake with fishing&kayaking Stay in one of our spacious glamping tents or find your own magic in our Freedom of the Forest camping area, or bring your own RV home (upon request) Wake each morning to birdsong and the scent of floral or mushroomy air around . This is amazing I bet you will remember it for long time 😍 Upon request, enjoy a nourishing breakfast brunch or dinner made with our homemade butter, sourdough bread, eggs, foie gras different kind of cheese, pancakes (GF or buckwheat) and seasonal delights ,extra fee applies, and each time menu is different, depending what do we have that day for ourselves. Wander through our organic garden, gather free-range eggs, sip fresh goat milk and forage for wild berries, nuts, figs, wild ramson (March/April) forest herbs in season. Children can play freely in our natural playland with organic sand, a treehouse, and adventure zones, while adults relax with a river stone foot bath and the aroma of cedar. A gentle creek is just a short walk away. Massage services available upon request Our land is shared with friendly goats, ducks, rabbits, goose chickens of rare breeds, peacocks, pigs, chickens, cats, and dogs One dog included next dogs is extra fee applies. Breakfast/brunch is optional and available by request (fee per person). All walking children (ages 2 –12) must be counted as guests; infants are free. Visiting guests to ours campers must be registered and paid for—please contact us in advance. firewood available to purchase We are a peaceful, loving family and kindly ask all guests to bring the same spirit. Aggressive or disrespectful behavior is not welcome, for the safety and well being of ours and other guests. We donate 50% of all proceeds to support children with cancer. If someone in your family is fighting cancer — you’re welcome to stay in our tents free of charge with love and care. 💛 Note: we have animals here you will hear the occasional sounds of peacocks, geese. XO
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$72
 / night
Two Herons Farm

13. Two Herons Farm

100%
(8)
35mi from Winchester Center · 2 sites · Lodging · Portland, CT
Come stay on our working farm! Relax and enjoy all that our farm has to offer. You can enjoy nature and privacy or opt for a more interactive experience and join our morning or evening farm tour where you can interact with goats, sheep, mini-horses, pigs, chickens, ducks, and more. We are a small family farm where we raise animals and grow flowers/food. Our family home was built in 1739 and is situated near the street entrance. As you enter the property, you will see two cottages, the oldest corn crib in the county, and a beautifully restored 1800s barn. There is a vintage-style camper to the left of the barn, located in an area where you can have privacy overlooking the pastures. We live on the property and can assist guests with anything that they might need. Guests are welcome to stroll around the property and enjoy all it has to offer. We have a farm store and education center opening summer of 2025! Check our website to see classes and offerings that you might take advantage of during your stay. Please note, that we ask that guests do not enter the barn or fenced pasture without one of the farm owners (Molly & Diego). Our animals are accustomed to people, but livestock is unpredictable, especially to people that they do not know. There is plenty of area outside of the pasture that guests can enjoy. If you opt for a farm tour we promise that you will have plenty of interaction with our many animals.
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$100
 / night
Hidden Gem Glamp

14. Hidden Gem Glamp

100%
(5)
26mi from Winchester Center · 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
Serene Shoreline Retreat Farm House

15. Serene Shoreline Retreat Farm House

100%
(3)
47mi from Winchester Center · 1 site · Lodging · East Haven, CT
Escape to Healing By Growing (HBG) Farms in scenic East Haven, Connecticut, for a unique restorative overnight stay. Immerse yourself in the tranquil rhythms of our 0.10 acre suburban farm, where your visit directly supports our vital Agritherapy program for Brain Injury & Trauma Survivors. * Comfort with Convenience: Farmhouse downstairs space offering comfortable accommodations with full access to plumbing and electricity for added ease during your stay. Bring your own bedding, pillows, towels and toiletries Or we can provide it for you as on Add on for an additional fee.. Your HBG Farm Experience: What You'll See: * A Healing Farm in Action: Witness the daily life of our small-scale, diversified farm. Depending on the season, you might see planting in our fields and greenhouse, harvesting fresh vegetables and herbs, tending the land or our gentle animal husbandry practices. * Respectful Observation of Agritherapy: While the privacy of our program participants is paramount, you may observe from a respectful distance the peaceful activities of our Brain Injury and Trauma Survivors. This could include gardening, mindful beach walks just 3 minutes from the property, or nature-inspired creative projects. * Beautiful Healing Landscape: Discover the serenity of our farm, featuring a rain garden, a tranquil calming koi pond, a fruit orchard, and thoughtfully designed spaces that promote well-being. * Dedicated Program Areas: You'll see areas specifically created for our Agritherapy program, including accessible garden beds, quiet seating for reflection, and our outdoor covered classroom. * Sustainable Practices: Learn about our commitment to the environment by observing our composting systems, rainwater filtration, and other eco-conscious methods in action. * Proximity to the Shore: Enjoy the best of both worlds! Our farm is a mere 3-minute walk to the beach, offering a readily accessible sanctuary for relaxation, healing, and rejuvenation. What You Can Do: * Immerse in Beach or Farm Life: Unwind!
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$119
 / night
The new, upgraded cabin!

16. Offsite Cabin Wassaic

98%
(33)
22mi from Winchester Center · 1 site · Lodging · Wassaic, NY
***PLEASE READ DESCRIPTION - NO RUNNING WATER NOV - MARCH*** Our *NEW* cabin is located on the top of a clearing in the mountains outside Wassaic. Enjoy swimming, hiking, chilling, fires and sunsets views without any light pollution or street noise. Designed as a retreat for the modern creative, the cabin is fully off-grid but features Starlink Internet, a compost toilet and heat / AC. We do provide 5 gallons drinking / cleaning water, but during the winter no sinks or showers are operable. Nearby towns (Kent, CT / Wassaic, NY) have awesome art, shopping and plenty of food options as well as easy access to the Appalachian trail and Macedonia state park. 15 minutes from the Wassaic metro north station, the cabin can be reach by taxi. The cabin is accessible by car, but may require a short hike in after heavy rain or snow.
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$225
 / night
Front view of the tiny home with a small porch and private seating and fire pit area

17. The Tulip Forest at Shaupeneak

100%
(21)
45mi from Winchester Center · 1 site · Lodging · Ulster Park, NY
Surrounded by towering tulip trees, fern-covered hills, and rock outcroppings, this place feels special. Bordering Shaupeneak Ridge Park, the Tulip Forest is also a short drive to other Hudson Valley parks like John Burroughs Slabsides and Black Creek Preserve. Additionally, the hip Kingston Waterfront is only 15 minutes away. Come rest in some truly beautiful nature!
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$115
 / night
Jenny Y.’s Land

18. Jenny Y.’s Land

67%
(3)
46mi from Winchester Center · 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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$147
 / night
Gatherwild Ranch

19. Gatherwild Ranch

92%
(13)
41mi from Winchester Center · 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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$207
 / night
Cabin last fall

20. The Blue Dacha

100%
(3)
42mi from Winchester Center · 1 site · Lodging · Germantown, NY
My property, while small and humble, is located in a convenient area close to many exciting outdoor activities. The land is about 2 acres and sited within a rural residential area. Nearby are many activities including hiking numerous parks and trails, biking the Empire State Trail, boating and swimming on the Hudson River, and plenty of restaurants nearby in Germantown, Catskill and Hudson. The Germantown Boat Launch is just 1.5 miles down the road where you can put in your kayaks / canoes, or cookout in the park.
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$99
 / night
92% (739)

Top-rated campgrounds

Atland Artist Residency

1. Atland Artist Residency

100%
(110)
37mi from Winchester Center · 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
The Awakening Garden

2. The Awakening Garden

100%
(10)
48mi from Winchester Center · 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
Magical Yurt in the Woods

3. Magical Yurt in the Woods

100%
(5)
42mi from Winchester Center · 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
Toilets
Showers
from 
$125
 / night
Honey House Zen Tiny Home

4. Honey House Zen Tiny Home

13mi from Winchester Center · 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.
Potable water
Toilets
Showers
from 
$200
 / night
Barge

5. Quentins Treehouse

97%
(158)
19mi from Winchester Center · 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.
Pets
Toilets
Campfires
from 
$160
 / night
The Catskill And Chill

6. The Catskill And Chill

95%
(38)
46mi from Winchester Center · 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)
Pets
Potable water
Toilets
from 
$100
 / night
Hudson Getaways @ Leeds, NY

7. Hudson Getaways @ Leeds, NY

83%
(3)
46mi from Winchester Center · 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.
Pets
Potable water
Toilets
from 
$24
 / night
Spacious Skies Woodland Hills

8. Spacious Skies Woodland Hills

94%
(41)
35mi from Winchester Center · 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*
Pets
Potable water
Toilets
from 
$40
 / night
Hudson Getaways @ Palenville

9. Hudson Getaways @ Palenville

100%
(4)
49mi from Winchester Center · 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
Campfires
from 
$33
 / night
path to the back fields

10. Moon In The Pond Farm

94%
(244)
18mi from Winchester Center · 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.
Pets
Potable water
Toilets
from 
$43
 / night
Backyard Glamping Connecticut

11. Backyard Glamping Connecticut

41mi from Winchester Center · 2 sites · Lodging · New Haven, CT
Backyard RV site. 3 RVs- 3 sizes- 24 ft wildwood with full bathroom 5 beds and kitchen. SEE MANUAL https://docs.google.com/document/d/1K_ShLJtV6nIet9eQ0yrqa_LNdYKY0l6VSbgFR-2veqw/edit?usp=drivesdk 19 feet Que with shower and kitchen SEE MANUAL Https://docs.google.com/document/d/1kKXSH-yKQJ1YlwwHHJ_MSDy_PZ-UZ6a3SFzopVdzSmU/edit?usp=drivesdk 15 get Frolic-Canham Candy Store. 2 sleeping options. RVs Center a jacuzzi MUST RESERVE; fireplace, axe throwing and bow and arrow fun. An Outdoor Movie TV Screen option is available along with open bar nights. Minutes from Yale University.
Pets
Potable water
Toilets
from 
$70
 / night
Forest Treasure Island

12. Forest Treasure Island

93%
(41)
48mi from Winchester Center · 10 sites · Tents, Lodging · Wilton, CT
Welcome to Our Nature-Loving Farm Retreat in Connecticut Cold season? You will stay still warm in tent💡 Escape to our serene 7-acre where forest, field, low mountains and gentle animals create a peaceful haven just 15-20 min from the ocean in Westport Sherwood, Lake Mohegan in Fairfield + 8 min away local lake with fishing&kayaking Stay in one of our spacious glamping tents or find your own magic in our Freedom of the Forest camping area, or bring your own RV home (upon request) Wake each morning to birdsong and the scent of floral or mushroomy air around . This is amazing I bet you will remember it for long time 😍 Upon request, enjoy a nourishing breakfast brunch or dinner made with our homemade butter, sourdough bread, eggs, foie gras different kind of cheese, pancakes (GF or buckwheat) and seasonal delights ,extra fee applies, and each time menu is different, depending what do we have that day for ourselves. Wander through our organic garden, gather free-range eggs, sip fresh goat milk and forage for wild berries, nuts, figs, wild ramson (March/April) forest herbs in season. Children can play freely in our natural playland with organic sand, a treehouse, and adventure zones, while adults relax with a river stone foot bath and the aroma of cedar. A gentle creek is just a short walk away. Massage services available upon request Our land is shared with friendly goats, ducks, rabbits, goose chickens of rare breeds, peacocks, pigs, chickens, cats, and dogs One dog included next dogs is extra fee applies. Breakfast/brunch is optional and available by request (fee per person). All walking children (ages 2 –12) must be counted as guests; infants are free. Visiting guests to ours campers must be registered and paid for—please contact us in advance. firewood available to purchase We are a peaceful, loving family and kindly ask all guests to bring the same spirit. Aggressive or disrespectful behavior is not welcome, for the safety and well being of ours and other guests. We donate 50% of all proceeds to support children with cancer. If someone in your family is fighting cancer — you’re welcome to stay in our tents free of charge with love and care. 💛 Note: we have animals here you will hear the occasional sounds of peacocks, geese. XO
Pets
Potable water
Toilets
from 
$72
 / night
Two Herons Farm

13. Two Herons Farm

100%
(8)
35mi from Winchester Center · 2 sites · Lodging · Portland, CT
Come stay on our working farm! Relax and enjoy all that our farm has to offer. You can enjoy nature and privacy or opt for a more interactive experience and join our morning or evening farm tour where you can interact with goats, sheep, mini-horses, pigs, chickens, ducks, and more. We are a small family farm where we raise animals and grow flowers/food. Our family home was built in 1739 and is situated near the street entrance. As you enter the property, you will see two cottages, the oldest corn crib in the county, and a beautifully restored 1800s barn. There is a vintage-style camper to the left of the barn, located in an area where you can have privacy overlooking the pastures. We live on the property and can assist guests with anything that they might need. Guests are welcome to stroll around the property and enjoy all it has to offer. We have a farm store and education center opening summer of 2025! Check our website to see classes and offerings that you might take advantage of during your stay. Please note, that we ask that guests do not enter the barn or fenced pasture without one of the farm owners (Molly & Diego). Our animals are accustomed to people, but livestock is unpredictable, especially to people that they do not know. There is plenty of area outside of the pasture that guests can enjoy. If you opt for a farm tour we promise that you will have plenty of interaction with our many animals.
Pets
Potable water
Toilets
from 
$100
 / night
Hidden Gem Glamp

14. Hidden Gem Glamp

100%
(5)
26mi from Winchester Center · 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
Pets
Potable water
Toilets
from 
$113
 / night
Serene Shoreline Retreat Farm House

15. Serene Shoreline Retreat Farm House

100%
(3)
47mi from Winchester Center · 1 site · Lodging · East Haven, CT
Escape to Healing By Growing (HBG) Farms in scenic East Haven, Connecticut, for a unique restorative overnight stay. Immerse yourself in the tranquil rhythms of our 0.10 acre suburban farm, where your visit directly supports our vital Agritherapy program for Brain Injury & Trauma Survivors. * Comfort with Convenience: Farmhouse downstairs space offering comfortable accommodations with full access to plumbing and electricity for added ease during your stay. Bring your own bedding, pillows, towels and toiletries Or we can provide it for you as on Add on for an additional fee.. Your HBG Farm Experience: What You'll See: * A Healing Farm in Action: Witness the daily life of our small-scale, diversified farm. Depending on the season, you might see planting in our fields and greenhouse, harvesting fresh vegetables and herbs, tending the land or our gentle animal husbandry practices. * Respectful Observation of Agritherapy: While the privacy of our program participants is paramount, you may observe from a respectful distance the peaceful activities of our Brain Injury and Trauma Survivors. This could include gardening, mindful beach walks just 3 minutes from the property, or nature-inspired creative projects. * Beautiful Healing Landscape: Discover the serenity of our farm, featuring a rain garden, a tranquil calming koi pond, a fruit orchard, and thoughtfully designed spaces that promote well-being. * Dedicated Program Areas: You'll see areas specifically created for our Agritherapy program, including accessible garden beds, quiet seating for reflection, and our outdoor covered classroom. * Sustainable Practices: Learn about our commitment to the environment by observing our composting systems, rainwater filtration, and other eco-conscious methods in action. * Proximity to the Shore: Enjoy the best of both worlds! Our farm is a mere 3-minute walk to the beach, offering a readily accessible sanctuary for relaxation, healing, and rejuvenation. What You Can Do: * Immerse in Beach or Farm Life: Unwind!
Potable water
Toilets
Showers
from 
$119
 / night
The new, upgraded cabin!

16. Offsite Cabin Wassaic

98%
(33)
22mi from Winchester Center · 1 site · Lodging · Wassaic, NY
***PLEASE READ DESCRIPTION - NO RUNNING WATER NOV - MARCH*** Our *NEW* cabin is located on the top of a clearing in the mountains outside Wassaic. Enjoy swimming, hiking, chilling, fires and sunsets views without any light pollution or street noise. Designed as a retreat for the modern creative, the cabin is fully off-grid but features Starlink Internet, a compost toilet and heat / AC. We do provide 5 gallons drinking / cleaning water, but during the winter no sinks or showers are operable. Nearby towns (Kent, CT / Wassaic, NY) have awesome art, shopping and plenty of food options as well as easy access to the Appalachian trail and Macedonia state park. 15 minutes from the Wassaic metro north station, the cabin can be reach by taxi. The cabin is accessible by car, but may require a short hike in after heavy rain or snow.
Potable water
Toilets
Campfires
from 
$225
 / night
Front view of the tiny home with a small porch and private seating and fire pit area

17. The Tulip Forest at Shaupeneak

100%
(21)
45mi from Winchester Center · 1 site · Lodging · Ulster Park, NY
Surrounded by towering tulip trees, fern-covered hills, and rock outcroppings, this place feels special. Bordering Shaupeneak Ridge Park, the Tulip Forest is also a short drive to other Hudson Valley parks like John Burroughs Slabsides and Black Creek Preserve. Additionally, the hip Kingston Waterfront is only 15 minutes away. Come rest in some truly beautiful nature!
Potable water
Toilets
Campfires
from 
$115
 / night
Jenny Y.’s Land

18. Jenny Y.’s Land

67%
(3)
46mi from Winchester Center · 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.  
Pets
Potable water
Toilets
from 
$147
 / night
Gatherwild Ranch

19. Gatherwild Ranch

92%
(13)
41mi from Winchester Center · 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.
Pets
Potable water
Toilets
from 
$207
 / night
Cabin last fall

20. The Blue Dacha

100%
(3)
42mi from Winchester Center · 1 site · Lodging · Germantown, NY
My property, while small and humble, is located in a convenient area close to many exciting outdoor activities. The land is about 2 acres and sited within a rural residential area. Nearby are many activities including hiking numerous parks and trails, biking the Empire State Trail, boating and swimming on the Hudson River, and plenty of restaurants nearby in Germantown, Catskill and Hudson. The Germantown Boat Launch is just 1.5 miles down the road where you can put in your kayaks / canoes, or cookout in the park.
Potable water
Toilets
Showers
from 
$99
 / night

Camper favorites near Winchester Center

Top-rated campgrounds reviewed by the Hipcamp community.

  • Summer sunflower field - Pick your own!
  • Two Herons Farm
  • Summer sunflower field - Pick your own!

Two Herons Farm

100%
(8)
35mi from Winchester Center · 2 sites · Lodging · Portland, CT
Come stay on our working farm! Relax and enjoy all that our farm has to offer. You can enjoy nature and privacy or opt for a more interactive experience and join our morning or evening farm tour where you can interact with goats, sheep, mini-horses, pigs, chickens, ducks, and more. We are a small family farm where we raise animals and grow flowers/food. Our family home was built in 1739 and is situated near the street entrance. As you enter the property, you will see two cottages, the oldest corn crib in the county, and a beautifully restored 1800s barn. There is a vintage-style camper to the left of the barn, located in an area where you can have privacy overlooking the pastures. We live on the property and can assist guests with anything that they might need. Guests are welcome to stroll around the property and enjoy all it has to offer. We have a farm store and education center opening summer of 2025! Check our website to see classes and offerings that you might take advantage of during your stay. Please note, that we ask that guests do not enter the barn or fenced pasture without one of the farm owners (Molly & Diego). Our animals are accustomed to people, but livestock is unpredictable, especially to people that they do not know. There is plenty of area outside of the pasture that guests can enjoy. If you opt for a farm tour we promise that you will have plenty of interaction with our many animals.
Pets
Potable water
Toilets
from 
$100
 / night
  • Hidden Gem Glamp
  • Hidden Gem Glamp
  • Hidden Gem Glamp

Hidden Gem Glamp

100%
(5)
26mi from Winchester Center · 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
Pets
Potable water
Toilets
from 
$113
 / night
  • Serene Shoreline Retreat Farm House
  • Serene Shoreline Retreat Farm House
  • Serene Shoreline Retreat Farm House

Serene Shoreline Retreat Farm House

100%
(3)
47mi from Winchester Center · 1 site · Lodging · East Haven, CT
Escape to Healing By Growing (HBG) Farms in scenic East Haven, Connecticut, for a unique restorative overnight stay. Immerse yourself in the tranquil rhythms of our 0.10 acre suburban farm, where your visit directly supports our vital Agritherapy program for Brain Injury & Trauma Survivors. * Comfort with Convenience: Farmhouse downstairs space offering comfortable accommodations with full access to plumbing and electricity for added ease during your stay. Bring your own bedding, pillows, towels and toiletries Or we can provide it for you as on Add on for an additional fee.. Your HBG Farm Experience: What You'll See: * A Healing Farm in Action: Witness the daily life of our small-scale, diversified farm. Depending on the season, you might see planting in our fields and greenhouse, harvesting fresh vegetables and herbs, tending the land or our gentle animal husbandry practices. * Respectful Observation of Agritherapy: While the privacy of our program participants is paramount, you may observe from a respectful distance the peaceful activities of our Brain Injury and Trauma Survivors. This could include gardening, mindful beach walks just 3 minutes from the property, or nature-inspired creative projects. * Beautiful Healing Landscape: Discover the serenity of our farm, featuring a rain garden, a tranquil calming koi pond, a fruit orchard, and thoughtfully designed spaces that promote well-being. * Dedicated Program Areas: You'll see areas specifically created for our Agritherapy program, including accessible garden beds, quiet seating for reflection, and our outdoor covered classroom. * Sustainable Practices: Learn about our commitment to the environment by observing our composting systems, rainwater filtration, and other eco-conscious methods in action. * Proximity to the Shore: Enjoy the best of both worlds! Our farm is a mere 3-minute walk to the beach, offering a readily accessible sanctuary for relaxation, healing, and rejuvenation. What You Can Do: * Immerse in Beach or Farm Life: Unwind!
Potable water
Toilets
Showers
from 
$119
 / night
  • Plenty of swimming spots near by to escape the heat!
  • Offsite Cabin Wassaic
  • Plenty of swimming spots near by to escape the heat!

Offsite Cabin Wassaic

98%
(33)
22mi from Winchester Center · 1 site · Lodging · Wassaic, NY
***PLEASE READ DESCRIPTION - NO RUNNING WATER NOV - MARCH*** Our *NEW* cabin is located on the top of a clearing in the mountains outside Wassaic. Enjoy swimming, hiking, chilling, fires and sunsets views without any light pollution or street noise. Designed as a retreat for the modern creative, the cabin is fully off-grid but features Starlink Internet, a compost toilet and heat / AC. We do provide 5 gallons drinking / cleaning water, but during the winter no sinks or showers are operable. Nearby towns (Kent, CT / Wassaic, NY) have awesome art, shopping and plenty of food options as well as easy access to the Appalachian trail and Macedonia state park. 15 minutes from the Wassaic metro north station, the cabin can be reach by taxi. The cabin is accessible by car, but may require a short hike in after heavy rain or snow.
Potable water
Toilets
Campfires
from 
$225
 / night
  • The Tulip Forest at Shaupeneak
  • The tiny house has a hammock for relaxing and dedicated parking spot (gravel area to the right)
  • The Tulip Forest at Shaupeneak

The Tulip Forest at Shaupeneak

100%
(21)
45mi from Winchester Center · 1 site · Lodging · Ulster Park, NY
Surrounded by towering tulip trees, fern-covered hills, and rock outcroppings, this place feels special. Bordering Shaupeneak Ridge Park, the Tulip Forest is also a short drive to other Hudson Valley parks like John Burroughs Slabsides and Black Creek Preserve. Additionally, the hip Kingston Waterfront is only 15 minutes away. Come rest in some truly beautiful nature!
Potable water
Toilets
Campfires
from 
$115
 / night
  • Jenny Y.’s Land
  • Jenny Y.’s Land
  • Jenny Y.’s Land

Jenny Y.’s Land

67%
(3)
46mi from Winchester Center · 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.  
Pets
Potable water
Toilets
from 
$147
 / night
  • Lounge & snuggle section.
  • Gatherwild Ranch
  • Lounge & snuggle section.

Gatherwild Ranch

92%
(13)
41mi from Winchester Center · 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.
Pets
Potable water
Toilets
from 
$207
 / night
  • Interior of banya
  • Full sized bed
  • Interior of banya

The Blue Dacha

100%
(3)
42mi from Winchester Center · 1 site · Lodging · Germantown, NY
My property, while small and humble, is located in a convenient area close to many exciting outdoor activities. The land is about 2 acres and sited within a rural residential area. Nearby are many activities including hiking numerous parks and trails, biking the Empire State Trail, boating and swimming on the Hudson River, and plenty of restaurants nearby in Germantown, Catskill and Hudson. The Germantown Boat Launch is just 1.5 miles down the road where you can put in your kayaks / canoes, or cookout in the park.
Potable water
Toilets
Showers
from 
$99
 / 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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Forest Treasure Island
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Anna
October 2025
With kids
Weekend Trip to Forest Treasure Island
Incredible experience with kids. What Yana and husband created on their property is a must to experience if you have kids. Just book it and make sure to ask for whatever you need, because it's all ala carte. Humble, lower tier glamping, but makes up in atmosphere and amenities for kids and interaction with the animals. 10/10 would stay again.
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Quentins Treehouse
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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
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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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Atland Artist Residency
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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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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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Forest Treasure Island
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Kate
October 2025
Weekend Trip to Forest Treasure Island
Beautiful woodsy property—we had such a peaceful stay!
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two story tiny cabin with two windows on bottom floor and two screened windows on top floor that can open
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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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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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Quentins Treehouse
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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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Forest Treasure Island
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Seok Won
October 2025
With kids
Weekend Trip to Forest Treasure Island
What a magical experience! Goats, chickens, geese, ducks, amazing Rica the dog, playground for toddlers (5-7 years). Jan and Diane were accommodating and attentive to our requests. Be prepared to come with your camping equipments including cookware and utensils. Sleeping bags were provided. A supermarket is 2 minutes away so you can get anything you might have forgotten anyway.
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Serene Shoreline Retreat Farm House
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Peju
October 2025
2 nights at Serene Shoreline Retreat Farm House
Dr Ivette’s farm house is cute and very comfortable. She goes over and above to make your stay comfortable. The farm is amazing and interesting. The beach is a few minutes walk. Definitely worth the trip.
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Atland Artist Residency
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Leah
October 2025
2 nights at Atland Artist Residency
I had an amazing time at the Atland Residency! Tori was an exceptional host who was so kind and incredibly responsive, and the land was absolutely beautiful. I would highly recommend this Hipcamp to anyone looking for a relaxing and peaceful getaway :)
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Quentins Treehouse
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Sara
October 2025
Weekend Trip to Quentins Treehouse
After reading the reviews and seeing the pictures, I wanted to have a one night getaway here for my birthday. Little did I know it would turn into something beautiful. My boyfriend and I booked this place a few months ago, and as a surprise, my bf had contacted Quentin about setting up a romantic evening for when we got there. Quentin was beyond accommodating! It turned out he would be out of town so he had his friend help out, which was super sweet! When we got there, it was magical! They setup the fire pit, candles everywhere, rose petals, they had a clawfoot tub converted into a hot tub out by the lake, a little table with chairs on the deck, wine, sparkling water - it was beyond. Thank you so much Quentin and Bridget for setting up the most amazing getaway for us! It was our first getaway as a couple and we couldn’t be more grateful for your hospitality and thoughtfulness. Mission (beyond) accomplished! We definitely will be back! -Wade and Sara ❤️
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Quentins Treehouse
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Wade
October 2025
Weekend Trip to Quentins Treehouse
My girlfriend and I stumbled upon Quentins Treehouse a couple months back, we knew it was the getaway we desired. She obviously knew about the trip, but what she didnt know, was behind the scenes, Quentin and his friend Birgit assisted me in making the time much more than just a getaway, that made a memory for my girlfriend and I to remember for the rest of our lives. From filling up a tub with flowers and a fire underneath, to a bottle of wine and lighting up the dock. I could have asked for a better experience to celebrate my girlfriend on her birthday. We highly recommend Quentins Treehouse to anyone. He can turn the stay from just a night getaway, to a romantic abode on the lake side. Thank you again. We will return some day.
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Treehouse
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linda
October 2025
With pets
2 nights at Quentins Treehouse
Very beautiful peaceful slice of heaven, quite relaxing. Dogs enjoyed the freedom to roam. Water was very clear. Fun place to camp ❤️very scenic as well.
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Quentins Treehouse
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Tabby
September 2025
Weekend Trip to Quentins Treehouse
We had an amazing stay in Quentin’s treehouse. We arrived late but the instructions for arrival were clear and we found ourselves at a beautiful star lit lake. The treehouse was so cozy and we loved the hanging bed. Quentin was so friendly and it was wonderful to chat. We were also so excited about the paddle boards and got to explore the lake. Overall a beautiful experience and we hope to come back.
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Atland Artist Residency
s
surbhi
September 2025
1 night at Atland Artist Residency
Loved the tent and the amenities. Very peaceful and private. Super thoughtful and helpful host.
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two story tiny cabin with two windows on bottom floor and two screened windows on top floor that can open
A
Ann
September 2025
Weekend Trip to Atland Artist Residency
This is the coziest little cottage on a beautiful piece of land surrounded by amazing forest. I highly recommend! The hosts were super responsive, friendly, and helpful. We hope to be back soon!
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Other options near Winchester Center

  • Riverdale Farm Campsite
  • Riverdale Farm Campsite
  • Riverdale Farm Campsite

Riverdale Farm Campsite

50mi from Winchester Center · 172 sites · Clinton, CT
Experience the charm of Riverdale Farm Campsites, a unique family vacation destination set on a sprawling 100-acre colonial farm in Connecticut. This hidden gem is perfectly situated between a picturesque country road and the tranquil Hammonasset River, offering a serene escape for nature lovers and families alike. Our campground features a variety of spacious sites, including wooded areas, waterfront spots, and grassy meadows, ensuring privacy and comfort for every camper. We provide essential amenities such as water, electric, and 3-way hook-ups, with the added convenience of new 50-amp electric service. For those new to camping, we offer on-site rentals that make it easy to dive into the outdoor experience. At Riverdale Farm Campsites, we pride ourselves on our outstanding recreational facilities, which are unmatched in the region. Our friendly and relaxed atmosphere allows you to unwind and enjoy quality time with loved ones. We focus on providing top-notch amenities and full services while avoiding the hustle and bustle often found at other campgrounds. Leave your worries behind and immerse yourself in the beauty of nature at Riverdale Farm Campsites. With nearby beaches along Long Island and a wealth of outdoor activities, restaurants, and shops, your vacation promises to be both enjoyable and memorable.
Pets
Potable water
Toilets
  • Grandview Camping & Cottages
  • Grandview Camping & Cottages
  • Grandview Camping & Cottages

Grandview Camping & Cottages

44mi from Winchester Center · 32 sites · Moodus, CT
Experience the charm of GrandView Campground, where the breathtaking beauty of the Connecticut countryside sets us apart from the rest. Nestled on 22.5 acres of picturesque land, our campground features a variety of accommodations, including full hookup sites, water and electric sites, cozy tent spots, and delightful cottages. Each option provides a stunning view of the surrounding landscape, ensuring a memorable stay. At GrandView, we pride ourselves on creating a welcoming atmosphere for both first-time visitors and seasoned campers alike. Our campground is designed to offer privacy and comfort, allowing you to unwind and connect with nature. We invite you to explore our website and discover the array of amenities and activities available at GrandView. Whether you're looking for outdoor adventures, nearby swimming holes, or local dining and shopping options, there's something for everyone to enjoy. Come and see what makes GrandView Campground a unique destination for your next getaway!
Pets
Potable water
Toilets
  • Brook N Wood Family Campground
  • Brook N Wood Family Campground
  • Brook N Wood Family Campground

Brook N Wood Family Campground

36mi from Winchester Center · 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.
Pets
Potable water
Toilets
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 Winchester Center trips

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

Popular Winchester Center glamping styles

Yurts
Tiny homes
Cabins
Bell tents

Top parks near Winchester Center

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 Winchester Center

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