The best glamping near Bennington with wifi provided

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Camping in Bennington, Vermont is made easy with Hipcamp's 910 available options for glamping with wifi starting at just $5 per night. Top campsites like Timbertrail Farm (257 reviews), Wyomanock Farm (215 reviews), and Quarry Brook (207 reviews) offer popular amenities like showers, trash, and campfires. For those seeking adventure, popular activities in the area include fishing, off-roading (OHV), and swimming. Book your perfect glamping getaway near Bennington, Vermont today!

99% (2.5K)

Top-rated campgrounds

Salamander Hollow Healing Habitat

1. Salamander Hollow Healing Habitat

100%
(529)
46mi from Bennington · 5 sites · Lodging · Warwick, MA
Best HipCamp Massachusetts 2023 Best HipCamp USA Finalist 2023 Best HipCamp Massachusetts Finalist 2022 THERE IS WIFI, PRIVATE HOT SHOWER and FLUSH TOILET. EXCEPT FOR THE RECENTLY ADDED TULLY 'THOREAU' ISLAND. Salamander Hollow is a private, evolving honeybee and human being sanctuary on 17 acres of land abutting Massachusetts State Forest. We currently have a one-room, wood stove warmed, cozy sleeping loft for one or two - with two benches below on either side of room - for two sleeping bags; plus, a separate 22 foot Sioux tipi with two cots. There are two chairs in the tipi, which if removed at night, make floor room for four other sleeping bags. 'Forest Bathing' for miles! If you're a larger group booking Salamander Hollow main camp with its Sleeping Library, Tipi & Slovenian Beehive House, you might consider renting this additional Tiny Cabin want to entertain all in glamping style, utilizing its amenities; as well, providing another bathroom/shower and guest bedroom for those who prefer being indoors while in the great outdoors. Note that Kula Bata Tiny Cabin abuts the wheelchair accessible larger bathroom/shower which is available to those at the Salamander Hollow main camp, yet you are secluded with your own private entry points and private bathroom. A ten minute drive takes you to the parking area to hike up Tully Mountain. There is a grill, wood fired pizza oven, two fire pits and a hygienic Incinolet electric toilet on the property for night convenience, with small camp sinks for washing & teeth brushing. Take a short hike off the property to organic Chase Hill Farm for milk, eggs, seasonal veggies, grass fed meat and other goodies. Say hello to their cows, chickens, pigs, goats, pups and kids. Nestled across the road from Salamander Hollow is Timber Haven Farm, where you can schedule your pickup of bacon and eggs, while loading up on delicious Owl Energy Bars for your adventurous excursions. For those interested in the glamping side of camping, you will enjoy a remote rustic experience with a few creature comforts to keep you well read, clean and fed. Please bring your own bedding - pillows, sleeping bags, comforter, teddy bears.There is a wall mounted blue tooth car radio/CD player in Sleeping Library, so bring your pre-digital favorites. Classical CDs to listen to. Lots of eclectic books to peruse.Walkie talkies, a set of 4, are available upon request. Chess & poker sets, too. Electric 2-burner stovetop and griddle upon request. Bring fire-starters/newspaper for tinder. We suggest if you are staying more than a night or two in winter, you bring supplemental wood or we can direct you to a nearby stand. Next season, our own cut and split wood will be seasoned and available on site. We ask that you carry out trash and recyclables. An established Western facing four point sacred Medicine Wheel site being established on Askari Ridge - our name for the slope starting with the two fire pits - 'Askari' being Swahili for night guard. Here is where we envision a great touch-point area for those leading groups to be for a base-camp by day or night, where eventually a multi-use tenting platform/performance stage will be constructed for outdoor entertainment, creating an authentic 'stadium style' seating on the hill. You will see on your way up to Salamander Hollow main clearing - the Kula Bata Tiny Kabin on the left of the dirt road- now available to rent with its small guest room for two, infrared sauna, hot shower, kitchenette, dishwasher and laundry.
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from 
$75
 / night
Atland Artist Residency

5. Atland Artist Residency

100%
(110)
36mi from Bennington · 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 :)
Pets
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Toilets
from 
$45
 / night
This is one of the views from Yon Barn.

6. Dickensen Farm: Cabins & Camping

98%
(144)
15mi from Bennington · 10 sites · Tents, RVs, Lodging · Cambridge, NY
Big Red Alpacas and Big Red Sustainables reside here at Dickensen Road in beautiful Cambridge NY close to both the Battenkill and Saratoga Springs. To help with the sustainability factor, we allow folks to camp on our property so they too can enjoy the woods, pastures, wild animals and farm animals, we all enjoy. Hence, we launched "Dickensen Farm: Cabins and Camping." The alpacas are inquisitive and peaceful animals, they are beautiful and provide wonderfully warm fashionable products as well. Please ask us about our seasonal products, including: Farm fresh, organically raised, free range chicken eggs Frozen meat birds Maple syrup Beautiful alpaca products Honey from our bees Dry, seasoned firewood for your camp sites Handmade Amish soaps However, you are not compelled to buy anything! If you are looking for a farmy or woodsy experience, we have BOTH at "Dickensen Farm: Cabins and Camping!"
Pets
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from 
$36
 / night
Dharma Bums Eco Lodge

7. Dharma Bums Eco Lodge

93%
(106)
32mi from Bennington · 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
Pets
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Toilets
from 
$45
 / night
Sunrise Farm

8. Sunrise Farm

98%
(585)
22mi from Bennington · 10 sites · Tents, RVs, Lodging · East Dover, VT
Voted in the Top 3 in Vermont State by Hip Camp reviews since 2022 6 Sites are on Sunrise Farms 75 acre Conservation land with 50 mile view for Sites 1 and 2. Very quiet area with lots of wildlife and ponds and disc golf. Very quiet with great swimming and lots of hikes right from your sites. 2 of the Brookside Sites (Wishbone Left and Right) are close by (2.7 miles) where we have another 1/2 mile of river frontage and can handle bigger groups as Conservation land on Sunrise Farm only allows 4 campers per site. Sunrise Farm Sites 1 and 2 have oodles of space and Spectacular 50 mile views of Mount Monadnock with no house lights out there in the evening except the party string lights we provide. Site 1 (with entrance 70 yards south of the farmhouse) is best for camping in with up to 20 foot trailers or multiple tents …on the large flat spaces in the 25 acre field to choose from. Great Well water available near farmhouse. Biodegradable soaps Only if used in the ponds. Double Olympic sized Swim Pond we stock with Rainbow Trout to keep clear. We have been advised Not to allow imported firewood (can import Wood Beetle dangerous for our forest). - PLEASE use the Firewood bundle tubs we provide ($12.50) - pick up at the farmhouse or pull wood from the woods (and make it safer for use). Beautiful and plenty of wildlife nearby... as well as Outhouses are marked on Map we provide with solar lights marking them at night. Do Not Leave food out when camping or away from site. Bears are rarely seen but it is wild country. Sites have locking garbage lids. Unique and lovely as well as being next to trails and roads to miles of remote spots with very few if any ... people. In Winter we request only AWD vehicles go down to this site or park up by farmhouse and hike in so you can easily get out. When wet park up by the road if you have 2 wheel drive. Always WISE to arrive When LIGHT out as we do not live at the site and are not able to show guests to their sites as a result.
Pets
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from 
$35
 / night
Vermont Homestead

9. Vermont Homestead

100%
(4)
43mi from Bennington · 3 sites · Lodging · Chester, VT
This off-the-grid homestead sits on a quiet dirt road just outside the quaint village of Chester. Spread across 28 acres, the property features streams and trails to explore. The 8' x 14' Studio, complete with an accessible entry ramp, offers an elevated porch overlooking the garden, Adirondack chairs, an outdoor kitchen with table, grill and two-burner camp stove as well as a fire pit. Guests also have access to an accessible bathroom with a clawfoot tub located in the main house, about 250 feet from the Studio. An outdoor shower attached to the main house is also available. A wood-fired barrel sauna can be reserved for an additional charge. Frank, Julie, and their a very chill black Lab, Skye (who roams off-leash) welcome all visitors, from local to international, LGBTQ+, and those of all abilities. Chester itself offers a small grocery store, convenience store, a great coffee/sandwich shop, wine store, and several restaurants. Hiking trails are available both on the property and in the village, while Okemo Mountain, Mount Ascutney, and Lowell Lake State Park are just 20 minutes away. Manchester and Killington are approximately 45 minutes from the property.
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from 
$80
 / night
Magical Yurt in the Woods

10. Magical Yurt in the Woods

100%
(5)
39mi from Bennington · 1 site · Lodging · Williamsburg, MA
A magical place in the woods inviting a return to your essential nature located amongst watershed land in Williamsburg, MA. Simple, quiet, and cozy. The space works in many wonderful ways, especially as a vessel for nurturing self-directed retreats like writing or meditation retreats. Many local trails including The Holyoke Range, The Berkshires Mountains, Graves Brothers Loop Trail, and Petticoat Hill Trail Loop. Experience nature, trails, starry nights, and hooting owls. The Yurt is located a twenty-minute drive from the vibrant downtown of Northampton, MA. The Yurt is a wonderful place for parents to stay when your kid graduates from one of the Five Colleges: Smith College, Amherst, Mt.Holyoke, Hampshire, and U. MASS. The Yurt is a short drive from MASS MoCA, Green River music festival, Tanglewood music festival, and Jacob’s Pillow. What have previous Yurtlings said about this space? "We came to celebrate a birthday and, within that, generate a shared transcendent experience. The yurt is the ideal container to hold such a ceremonial and sacred journey. The weekend was more than we could have hoped for! Thank you Carolyn! In Unity + Gratitude, Sara + Pete" "At night we heard barred owls calling out, it reminded that quiet isn't silent, and the darkness has layers, it is never just one thing. ❤️Cate and Em" We are extremely blessed to live in the woods amongst watershed land and hooting owls. With nothing but star-lit skies, I’m delighted to extend this sliver of natural beauty to you.
Potable water
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$125
 / night
Barge

11. Quentins Treehouse

97%
(158)
48mi from Bennington · 1 site · Lodging · Monterey, MA
About the Space Welcome to our lakeside treehouse retreat on the shores of historic Lake Garfield—named after President Garfield, who once summered here. This unique stay is tucked away in the beautiful Berkshires at 1,200 feet elevation, making for cool, crisp nights and star-filled skies. Originally the boatshed for the President’s summer home, the treehouse was built 15 years ago as a cozy sleepout perfect for stargazing and unwinding in nature. The Treehouse Perched in the trees and draped in wisteria, the treehouse features a clear corrugated roof, full flyscreening, and canvas blinds—keeping it breezy and bug-free. There’s a comfy hanging double bed with a high-quality mattress. Please note: guests need to bring their own sheets, bedding, and pillows. Amenities Portable camp toilet located beneath the treehouse Weber BBQ Wifi access Floating jetty & dock Two paddleboards for guests to enjoy Crystal-clear lake water (great for swimming, fishing, and boating) Things to Do We’re just a 15-minute drive from Great Barrington or Lee—ideal for dining, shopping, or exploring local culture. Incredible hiking trails are scattered throughout the surrounding area. Good to Know Please respect the natural surroundings—no damaging trees or leaving litter. Firewood bundles are available at nearby gas stations or directly from me. I look forward to welcoming you to this peaceful, magical space in the Berkshires.
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$160
 / night
Spacious Skies Woodland Hills

12. Spacious Skies Woodland Hills

94%
(41)
39mi from Bennington · 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
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from 
$40
 / night
Going for a swim down at the nearby river! The trail right behind the barn takes you right there!

13. Fox Farm Campground

96%
(310)
30mi from Bennington · 8 sites · Tents, RVs, Lodging · Brattleboro, VT
Fox Farm is located on 8 magical acres in eclectic Brattleboro, VT. Pitch your tent in a sacred private white pine forest or closer to the trail-head with access to a charcoal grill, a huge fire circle and a picnic table. If you prefer a roof over your head, check Fox Farm Cottage @ Fox Farm. Located ideally on a trail-head that leads to the West River Trail (a 36-mile scenic trail through the West River Valley – eventually linking Brattleboro, Dummerston, Newfane, Townshend, Jamaica and South Londonderry) and the West River, offering opportunities to hike, fish, swim, ski, snow shoe and bike. The Marina Bar and Restaurant is a 2 mile hike or bike ride from the camp site (via the West River Trail) and is a fun way to see the beauty of Vermont and partake in some excellent indoor/outdoor dining with views of the water. Currently there are two areas available to campers; The Pine Forest and the Council of the Elders. The Pine Forest is a shaded circular area that is very spiritual and quiet. There are currently 3 camp sites in the Pine Forest. The Council of the Elders is a more open (again circular) area that abuts The Pine Forest and has a large fire pit as it's centerpiece, surrounded by the Elder Pine trees. I have had up to 2 campers and an occasional van/camper at the Council of the Elders. I have most recently had requests to book the entire Pine Forest for guests who are traveling together and want privacy- and Ido my best to work with people to accommodate any needs. Please bring your own firewood if you intend to have a fire. I offered wood to guests in the past when I was able but found that tricky to manage as there are times I myself am out of wood. There is plenty of felled wood all around as the property is surrounded by a dense forest and guests are welcome to gather that to supplement fire making. In my experience as a host, I have noted that folks come together and build mini-communities, share food, fires and is generally a positive vibe. Some come for privacy and solitude, which has not been an issue thus far. All in all the energy is upbeat and folks make friends along the way- me too! Brattleboro is a funky, hipster town with many excellent restaurants and much to see and do. For winter enthusiasts Mount Snow is a 30 minute drive and folks can cross country ski and snowshoe right from their camp sites to the 36 mile trail. The Hipcamper can expect privacy yet easy accessibility to the homeowner for tips and ideas to support a positive experience. Campers may be greeted and visited my friendly Bernese Mountain Dog's, Loki Bear and Levi!
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$65
 / night
Cabin 1

14. Rustic Barn Campground

97%
(250)
42mi from Bennington · 15 sites · Tents, RVs, Lodging · Corinth, NY
July booking special (expires 7/15/24), use code GAT2NLSJ while booking any date up through August 28th, 2024 and receive 20% off. Our campground borders the Adirondack Park and is just minutes from Saratoga Springs and Lake George, NY. We offer wooded tenting sites and spacious RV sites. We also have luxury cabin rentals if you need comfortable lodging but want to be closer to nature than you would be in a hotel. We have seasonal RV sites available for those who like to escape for the weekend and relax or just like to be close to the action for the summer season. We have several tent sites as well as cabins and rv sites! 3 Night minimum for Holiday weekends including July 4th and Labor Day. 2 night minimum on weekends, but sometimes we can make an exception if it's short notice and there are sites available.
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from 
$40
 / night
Shed has key pad access and pit toilet for use along with WI-FI and electricity. No running water but 5 gallons with manual pump provided. Water from natural spring up road near Dutch hill!

17. Touch Of Grey Stays

9.4mi from Bennington · 2 sites · Tents, Lodging · Stamford, VT
This listing is for a growing and ever-changing homestead property on a small hill overlooking our family home! We welcome those interested in learning more and engaging with us and the animals that live here to do so! We hope our guests will explore the property as we have trails looping throughout it, and look to build more over the years to come! We welcome well-mannered dogs off-leash on the property being mindful that it is located on a small hill overlooking our family home (Feather Pond Hollow on Instagram) which houses a toddler, two working-from-home adults, and as of July 2025, 2 White German Shepard/Great Pyrenees puppies (Bos and Ley who are 1 year old and learning), a chair lounging goat (Buttercup), 2 geese (the JuJus, good and bad - they can be, so best to be on guard), and many ducks and chickens. The wildflowers are in bloom for summer, and the song birds are singing. We invite you to join us in the woods! We are on Main Rd. (VT Route 8) and the property has a driveway entrance, making it easy to leave and explore the nearby areas of: South to Massachusetts: North Adams, MA (10 mins), which is home to Mass MoCA - the largest contemporary art museum in the country, and many wonderful spots to explore for shopping and dining. Williamstown, MA (20 mins), offers tons of hiking trails and The Clark museum. Staying in VT: Readsboro, VT (10 mins), has an out-of-this-world general store with food you don't expect to find in the woods; Readsboro General Store is a must-see, and sandwiches/salads you'll come back for! Readsboro Inn is the perfect place for an easy drive for drinks, a burger, or pizza, if you please! Wilmington, VT (20 mins), offers water activities, such as boating, swimming, and fishing! There are also hiking trails, like Mt. Olga in Molly State Park, and shopping on Main Street, flea market weekends, breweries, and fine dining can be found nearby. Snow Republic Brewery is a vibe worth basking in, in Dover, VT, north of Wilmington towards Mount Snow, where summer activities abound!
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$18
 / night
The TrailHouse

20. The TrailHouse

100%
(111)
43mi from Bennington · 13 sites · Tents, RVs, Lodging · Poultney, VT
Historic, quintessential VT farmstead on 38 private acres at the end of a quiet dirt road. The Slate Valley Trails pass through our property - providing direct access to 50+miles of world-class mountain biking and hiking trails. We are located mid-point in the network at a perfect jumping off point for adventure. There are also miles and miles of quiet dirt roads and abandoned forest tracks in the area, offering near endless opportunities for gravel cycling adventures. The property features perennial gardens, a pond, open meadows, forestland, and picturesque southerly views from the top of the north meadow. The tent, van and glamping sites are thoughtfully located in protected nooks in the forestland and along the forest's edge. We have hot outdoor showers (3) and a handmade wooden building that houses our portable toilets. There is also a communal fire pit.
Pets
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from 
$45
 / night

Camping in Bennington, Vermont is made easy with Hipcamp's 910 available options for glamping with wifi starting at just $5 per night. Top campsites like Timbertrail Farm (257 reviews), Wyomanock Farm (215 reviews), and Quarry Brook (207 reviews) offer popular amenities like showers, trash, and campfires. For those seeking adventure, popular activities in the area include fishing, off-roading (OHV), and swimming. Book your perfect glamping getaway near Bennington, Vermont today!

99% (2.5K)

Top-rated campgrounds

Salamander Hollow Healing Habitat

1. Salamander Hollow Healing Habitat

100%
(529)
46mi from Bennington · 5 sites · Lodging · Warwick, MA
Best HipCamp Massachusetts 2023 Best HipCamp USA Finalist 2023 Best HipCamp Massachusetts Finalist 2022 THERE IS WIFI, PRIVATE HOT SHOWER and FLUSH TOILET. EXCEPT FOR THE RECENTLY ADDED TULLY 'THOREAU' ISLAND. Salamander Hollow is a private, evolving honeybee and human being sanctuary on 17 acres of land abutting Massachusetts State Forest. We currently have a one-room, wood stove warmed, cozy sleeping loft for one or two - with two benches below on either side of room - for two sleeping bags; plus, a separate 22 foot Sioux tipi with two cots. There are two chairs in the tipi, which if removed at night, make floor room for four other sleeping bags. 'Forest Bathing' for miles! If you're a larger group booking Salamander Hollow main camp with its Sleeping Library, Tipi & Slovenian Beehive House, you might consider renting this additional Tiny Cabin want to entertain all in glamping style, utilizing its amenities; as well, providing another bathroom/shower and guest bedroom for those who prefer being indoors while in the great outdoors. Note that Kula Bata Tiny Cabin abuts the wheelchair accessible larger bathroom/shower which is available to those at the Salamander Hollow main camp, yet you are secluded with your own private entry points and private bathroom. A ten minute drive takes you to the parking area to hike up Tully Mountain. There is a grill, wood fired pizza oven, two fire pits and a hygienic Incinolet electric toilet on the property for night convenience, with small camp sinks for washing & teeth brushing. Take a short hike off the property to organic Chase Hill Farm for milk, eggs, seasonal veggies, grass fed meat and other goodies. Say hello to their cows, chickens, pigs, goats, pups and kids. Nestled across the road from Salamander Hollow is Timber Haven Farm, where you can schedule your pickup of bacon and eggs, while loading up on delicious Owl Energy Bars for your adventurous excursions. For those interested in the glamping side of camping, you will enjoy a remote rustic experience with a few creature comforts to keep you well read, clean and fed. Please bring your own bedding - pillows, sleeping bags, comforter, teddy bears.There is a wall mounted blue tooth car radio/CD player in Sleeping Library, so bring your pre-digital favorites. Classical CDs to listen to. Lots of eclectic books to peruse.Walkie talkies, a set of 4, are available upon request. Chess & poker sets, too. Electric 2-burner stovetop and griddle upon request. Bring fire-starters/newspaper for tinder. We suggest if you are staying more than a night or two in winter, you bring supplemental wood or we can direct you to a nearby stand. Next season, our own cut and split wood will be seasoned and available on site. We ask that you carry out trash and recyclables. An established Western facing four point sacred Medicine Wheel site being established on Askari Ridge - our name for the slope starting with the two fire pits - 'Askari' being Swahili for night guard. Here is where we envision a great touch-point area for those leading groups to be for a base-camp by day or night, where eventually a multi-use tenting platform/performance stage will be constructed for outdoor entertainment, creating an authentic 'stadium style' seating on the hill. You will see on your way up to Salamander Hollow main clearing - the Kula Bata Tiny Kabin on the left of the dirt road- now available to rent with its small guest room for two, infrared sauna, hot shower, kitchenette, dishwasher and laundry.
Pets
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Toilets
from 
$75
 / night
Atland Artist Residency

5. Atland Artist Residency

100%
(110)
36mi from Bennington · 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 :)
Pets
Potable water
Toilets
from 
$45
 / night
This is one of the views from Yon Barn.

6. Dickensen Farm: Cabins & Camping

98%
(144)
15mi from Bennington · 10 sites · Tents, RVs, Lodging · Cambridge, NY
Big Red Alpacas and Big Red Sustainables reside here at Dickensen Road in beautiful Cambridge NY close to both the Battenkill and Saratoga Springs. To help with the sustainability factor, we allow folks to camp on our property so they too can enjoy the woods, pastures, wild animals and farm animals, we all enjoy. Hence, we launched "Dickensen Farm: Cabins and Camping." The alpacas are inquisitive and peaceful animals, they are beautiful and provide wonderfully warm fashionable products as well. Please ask us about our seasonal products, including: Farm fresh, organically raised, free range chicken eggs Frozen meat birds Maple syrup Beautiful alpaca products Honey from our bees Dry, seasoned firewood for your camp sites Handmade Amish soaps However, you are not compelled to buy anything! If you are looking for a farmy or woodsy experience, we have BOTH at "Dickensen Farm: Cabins and Camping!"
Pets
Potable water
Toilets
from 
$36
 / night
Dharma Bums Eco Lodge

7. Dharma Bums Eco Lodge

93%
(106)
32mi from Bennington · 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
Pets
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Toilets
from 
$45
 / night
Sunrise Farm

8. Sunrise Farm

98%
(585)
22mi from Bennington · 10 sites · Tents, RVs, Lodging · East Dover, VT
Voted in the Top 3 in Vermont State by Hip Camp reviews since 2022 6 Sites are on Sunrise Farms 75 acre Conservation land with 50 mile view for Sites 1 and 2. Very quiet area with lots of wildlife and ponds and disc golf. Very quiet with great swimming and lots of hikes right from your sites. 2 of the Brookside Sites (Wishbone Left and Right) are close by (2.7 miles) where we have another 1/2 mile of river frontage and can handle bigger groups as Conservation land on Sunrise Farm only allows 4 campers per site. Sunrise Farm Sites 1 and 2 have oodles of space and Spectacular 50 mile views of Mount Monadnock with no house lights out there in the evening except the party string lights we provide. Site 1 (with entrance 70 yards south of the farmhouse) is best for camping in with up to 20 foot trailers or multiple tents …on the large flat spaces in the 25 acre field to choose from. Great Well water available near farmhouse. Biodegradable soaps Only if used in the ponds. Double Olympic sized Swim Pond we stock with Rainbow Trout to keep clear. We have been advised Not to allow imported firewood (can import Wood Beetle dangerous for our forest). - PLEASE use the Firewood bundle tubs we provide ($12.50) - pick up at the farmhouse or pull wood from the woods (and make it safer for use). Beautiful and plenty of wildlife nearby... as well as Outhouses are marked on Map we provide with solar lights marking them at night. Do Not Leave food out when camping or away from site. Bears are rarely seen but it is wild country. Sites have locking garbage lids. Unique and lovely as well as being next to trails and roads to miles of remote spots with very few if any ... people. In Winter we request only AWD vehicles go down to this site or park up by farmhouse and hike in so you can easily get out. When wet park up by the road if you have 2 wheel drive. Always WISE to arrive When LIGHT out as we do not live at the site and are not able to show guests to their sites as a result.
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Toilets
from 
$35
 / night
Vermont Homestead

9. Vermont Homestead

100%
(4)
43mi from Bennington · 3 sites · Lodging · Chester, VT
This off-the-grid homestead sits on a quiet dirt road just outside the quaint village of Chester. Spread across 28 acres, the property features streams and trails to explore. The 8' x 14' Studio, complete with an accessible entry ramp, offers an elevated porch overlooking the garden, Adirondack chairs, an outdoor kitchen with table, grill and two-burner camp stove as well as a fire pit. Guests also have access to an accessible bathroom with a clawfoot tub located in the main house, about 250 feet from the Studio. An outdoor shower attached to the main house is also available. A wood-fired barrel sauna can be reserved for an additional charge. Frank, Julie, and their a very chill black Lab, Skye (who roams off-leash) welcome all visitors, from local to international, LGBTQ+, and those of all abilities. Chester itself offers a small grocery store, convenience store, a great coffee/sandwich shop, wine store, and several restaurants. Hiking trails are available both on the property and in the village, while Okemo Mountain, Mount Ascutney, and Lowell Lake State Park are just 20 minutes away. Manchester and Killington are approximately 45 minutes from the property.
Pets
Potable water
Toilets
from 
$80
 / night
Magical Yurt in the Woods

10. Magical Yurt in the Woods

100%
(5)
39mi from Bennington · 1 site · Lodging · Williamsburg, MA
A magical place in the woods inviting a return to your essential nature located amongst watershed land in Williamsburg, MA. Simple, quiet, and cozy. The space works in many wonderful ways, especially as a vessel for nurturing self-directed retreats like writing or meditation retreats. Many local trails including The Holyoke Range, The Berkshires Mountains, Graves Brothers Loop Trail, and Petticoat Hill Trail Loop. Experience nature, trails, starry nights, and hooting owls. The Yurt is located a twenty-minute drive from the vibrant downtown of Northampton, MA. The Yurt is a wonderful place for parents to stay when your kid graduates from one of the Five Colleges: Smith College, Amherst, Mt.Holyoke, Hampshire, and U. MASS. The Yurt is a short drive from MASS MoCA, Green River music festival, Tanglewood music festival, and Jacob’s Pillow. What have previous Yurtlings said about this space? "We came to celebrate a birthday and, within that, generate a shared transcendent experience. The yurt is the ideal container to hold such a ceremonial and sacred journey. The weekend was more than we could have hoped for! Thank you Carolyn! In Unity + Gratitude, Sara + Pete" "At night we heard barred owls calling out, it reminded that quiet isn't silent, and the darkness has layers, it is never just one thing. ❤️Cate and Em" We are extremely blessed to live in the woods amongst watershed land and hooting owls. With nothing but star-lit skies, I’m delighted to extend this sliver of natural beauty to you.
Potable water
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Showers
from 
$125
 / night
Barge

11. Quentins Treehouse

97%
(158)
48mi from Bennington · 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
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Campfires
from 
$160
 / night
Spacious Skies Woodland Hills

12. Spacious Skies Woodland Hills

94%
(41)
39mi from Bennington · 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
Going for a swim down at the nearby river! The trail right behind the barn takes you right there!

13. Fox Farm Campground

96%
(310)
30mi from Bennington · 8 sites · Tents, RVs, Lodging · Brattleboro, VT
Fox Farm is located on 8 magical acres in eclectic Brattleboro, VT. Pitch your tent in a sacred private white pine forest or closer to the trail-head with access to a charcoal grill, a huge fire circle and a picnic table. If you prefer a roof over your head, check Fox Farm Cottage @ Fox Farm. Located ideally on a trail-head that leads to the West River Trail (a 36-mile scenic trail through the West River Valley – eventually linking Brattleboro, Dummerston, Newfane, Townshend, Jamaica and South Londonderry) and the West River, offering opportunities to hike, fish, swim, ski, snow shoe and bike. The Marina Bar and Restaurant is a 2 mile hike or bike ride from the camp site (via the West River Trail) and is a fun way to see the beauty of Vermont and partake in some excellent indoor/outdoor dining with views of the water. Currently there are two areas available to campers; The Pine Forest and the Council of the Elders. The Pine Forest is a shaded circular area that is very spiritual and quiet. There are currently 3 camp sites in the Pine Forest. The Council of the Elders is a more open (again circular) area that abuts The Pine Forest and has a large fire pit as it's centerpiece, surrounded by the Elder Pine trees. I have had up to 2 campers and an occasional van/camper at the Council of the Elders. I have most recently had requests to book the entire Pine Forest for guests who are traveling together and want privacy- and Ido my best to work with people to accommodate any needs. Please bring your own firewood if you intend to have a fire. I offered wood to guests in the past when I was able but found that tricky to manage as there are times I myself am out of wood. There is plenty of felled wood all around as the property is surrounded by a dense forest and guests are welcome to gather that to supplement fire making. In my experience as a host, I have noted that folks come together and build mini-communities, share food, fires and is generally a positive vibe. Some come for privacy and solitude, which has not been an issue thus far. All in all the energy is upbeat and folks make friends along the way- me too! Brattleboro is a funky, hipster town with many excellent restaurants and much to see and do. For winter enthusiasts Mount Snow is a 30 minute drive and folks can cross country ski and snowshoe right from their camp sites to the 36 mile trail. The Hipcamper can expect privacy yet easy accessibility to the homeowner for tips and ideas to support a positive experience. Campers may be greeted and visited my friendly Bernese Mountain Dog's, Loki Bear and Levi!
Pets
Potable water
Toilets
from 
$65
 / night
Cabin 1

14. Rustic Barn Campground

97%
(250)
42mi from Bennington · 15 sites · Tents, RVs, Lodging · Corinth, NY
July booking special (expires 7/15/24), use code GAT2NLSJ while booking any date up through August 28th, 2024 and receive 20% off. Our campground borders the Adirondack Park and is just minutes from Saratoga Springs and Lake George, NY. We offer wooded tenting sites and spacious RV sites. We also have luxury cabin rentals if you need comfortable lodging but want to be closer to nature than you would be in a hotel. We have seasonal RV sites available for those who like to escape for the weekend and relax or just like to be close to the action for the summer season. We have several tent sites as well as cabins and rv sites! 3 Night minimum for Holiday weekends including July 4th and Labor Day. 2 night minimum on weekends, but sometimes we can make an exception if it's short notice and there are sites available.
Pets
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Toilets
from 
$40
 / night
Shed has key pad access and pit toilet for use along with WI-FI and electricity. No running water but 5 gallons with manual pump provided. Water from natural spring up road near Dutch hill!

17. Touch Of Grey Stays

9.4mi from Bennington · 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!
Pets
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Toilets
from 
$18
 / night
The TrailHouse

20. The TrailHouse

100%
(111)
43mi from Bennington · 13 sites · Tents, RVs, Lodging · Poultney, VT
Historic, quintessential VT farmstead on 38 private acres at the end of a quiet dirt road. The Slate Valley Trails pass through our property - providing direct access to 50+miles of world-class mountain biking and hiking trails. We are located mid-point in the network at a perfect jumping off point for adventure. There are also miles and miles of quiet dirt roads and abandoned forest tracks in the area, offering near endless opportunities for gravel cycling adventures. The property features perennial gardens, a pond, open meadows, forestland, and picturesque southerly views from the top of the north meadow. The tent, van and glamping sites are thoughtfully located in protected nooks in the forestland and along the forest's edge. We have hot outdoor showers (3) and a handmade wooden building that houses our portable toilets. There is also a communal fire pit.
Pets
Potable water
Toilets
from 
$45
 / night

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