The best forest cabins near Bennington

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Looking for a cozy cabin in the forest near Bennington, Vermont? Hipcamp has over 400 options to choose from, each with its own unique charm and amenities. Our top-rated campsites, including Timbertrail Farm (257 reviews), Wyomanock Farm (215 reviews), and Quarry Brook (207 reviews), offer popular amenities like toilets, showers, and potable water. Enjoy the natural beauty of the forest while engaging in activities like snow sports, surfing, or biking. With an average price of just $63 per night and options as low as $15, you're sure to find the perfect cabin for your next outdoor adventure.

98% (3.5K)

Top-rated campgrounds

Salamander Hollow Healing Habitat

1. Salamander Hollow Healing Habitat

100%
(536)
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
Toilets
Showers
from 
$75
 / night
Riverside Retreat and Tiny Cabin

3. Riverside Retreat and Tiny Cabin

100%
(43)
45mi from Bennington · 5 sites · Tents, RVs, Lodging · Poultney, VT
Refreshing riverside retreat with tent sites, RV/camper parking, and tiny house cabin on over 5 acres, featuring sunny meadows, veggie garden plot, 4-wheeler paths, and seasonal direct access to snowmobile trails. The property is perfectly nestled near the Green Mountains and the White Mountains, with a swimming hole and river fishing available right in the backyard. Bike trails, walking trails and stunning motorcycle routes are all at your fingertips from the property. Village amenities, such as groceries, bike shops, convenience stores, cafes, restaurants, and laundromat are all in walking distance (about 1 mile or less). Lake St. Catherine State Park (hot showers here) and Lake Bomoseen and others are close by for fun park activities. Visit a local winery (Whaleback Vineyard), see how maple syrup is made (Thrall Road Maple), shop the neighboring farm stands for local eggs, produce and baked goods. Close regional access to hunting, skiing, snowboarding. Leaf peeping season is here at the riverside retreat! The leaves are turning such lovely colors around here right now. Blackberries and fiddleheads on the property! In the fall, feel free to collect crab apples from our 100+ year old former orchard. *When in season. New additions: 6-seater triple hammock stand with built in picnic table. Fire pits and hammocks now at all sites! Tent sites can accommodate multiple tents, for group camping. Multiple fields available for yard games. Can accommodate parties and celebrations. 10’x10’ or 10’x20’ pop up shade tents available to rent upon request (with or without sidewalls). Excellent site for photo shoots, glamping, stargazing, sunbathing, leaf peeping, bachelor/ette parties. Want us to stock a cooler for you? Charcuterie, snacks, meals, beverages, etc. available upon request, customizable to your dietary preferences. Coming with a special guest? We can also provide flowers, sweet treats, custom greeting cards, etc.
Pets
Toilets
Campfires
from 
$20
 / night
Atland Artist Residency

8. Atland Artist Residency

100%
(111)
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
Toilets
Campfires
from 
$45
 / night
The trails through the forest offer a nice place to stroll.

9. Sunflower Retreat

99%
(103)
34mi from Bennington · 1 site · Lodging · Cummington, MA
A humble, 2-acre vegetarian family micro farm. Home to our family of five, 2 cats, 2 rabbits and nineteen chickens. Beautiful, established flower gardens, fruit trees and veggies. This is also home to Sunflower Yoga & Mindfulness where yoga and meditation are taught. The cabin is nestled in the 1 acre of woods behind our home, protected by large old pines and surrounding acres of forest. Home to many songbirds, woodpeckers, raven, deer, porcupine and the occasional black bear. A true retreat. Small, rustic cabin with electricity in the woods behind our home in the hilltowns of Western Massachusetts. You are just 300 feet from the house, but while in the woods you will have complete privacy. The woods are filled with songbirds and there is a small platform for meditation. There is no wifi in the cabin, so enjoy the ability to disconnect from it all while connecting within. The hilltown region is rich with rivers and lakes for swimming, boating and fishing and forests for hiking. We are just 30 min to Northampton and 45min-1hour from the many cultural offerings of the Berkshires.
Toilets
Potable water
from 
$68
 / night
Cozy Mountain Cabin

14. Cozy Mountain Cabin

99%
(146)
15mi from Bennington · 1 site · Lodging · Arlington, VT
This off the grid cozy family owned cabin is located in the town of Sunderland, Vermont. Surrounded by hundreds of acres of national forest, campers can enjoy the sounds of a swift stream flowing nearby, birds chirping in trees, and the rustling of leaves and branches in the breeze. This mountainous area has a rich array of wildlife, meadows, trails, and only a few miles away from the Battenkill River, a tributary of the Hudson River of New York. Once inside you’ll find a small kitchen and dining area complete with a wood burning stove for those cool Vermont nights. The sleeping area offers four generously-sized bunks, a loft area, and a queen futon. Enjoy the peace of nature with a cup of coffee on the porch, but don’t forget to cap off the night with smores around the fire pit! Access to Vermont’s Long Trail System is nearby, with its 272 mile footpath and 166miles of side trails. This offers endless hiking opportunities for the day-hiker, weekend overnighter and extended backpacker. The Long Trail follows the main ridge of the Green Mountains from the Massachusetts-Vermont state line to the Canadian border, crossing Vermont’s highest peaks. As for the daily adventures, take a drive to surrounding ski resorts, including Bromley Mountain being just 15 miles from the property, where you can enjoy various activities year-round. Take a 10 minute drive to visit Mount Equinox Skyline drive where you’ll take in incredible views. Just past Mount Equinox is The Village of Manchester, which is home to the famed Equinox Resort and Spa. In Manchester, guests can enjoy everything from shopping & dining to outdoor classes for ATV driving and fly fishing!
Pets
Toilets
Campfires
from 
$94
 / night
This is one of the views from Yon Barn.

15. Dickensen Farm: Cabins & Camping

98%
(146)
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
Electrical Hookup
Toilets
from 
$36
 / night
Upper Shire Campsites Hudson Valley

16. Upper Shire Campsites Hudson Valley

100%
(238)
47mi from Bennington · 7 sites · Tents, RVs, Lodging · Hillsdale, NY
The Upper Shire Private Campsites in the Hudson Valley are on a gorgeous hill with a small pond surrounded by 22 acres of an old horse ranch. It is located in Columbia County near the Massachusetts and New York border. There are currently 5 unique camping areas located here. Each one is special due to its location on the hill. Check out our map and enjoy our spacious yet secluded campsites and our new off-grid double shower shack with hot and cold water on demand. This place has a relaxed atmosphere and is located near Catamount Ski Resort, Bash Bish Falls, Taconic State Park, Hudson NY, and Great Barrington, MA. If you plan on bringing a pet please be sure to add that fee to your booking under "extras" ($25) If you have additional guest(s) that would like to join you that fee is ($25 a night per person) and you will need to message us about how to arrange that. We have extra easy pop-up two-person tents available to rent ($15 for two nights) you can also find that option under "extras" along with bundles of firewood ($15)
Pets
Toilets
Campfires
from 
$90
 / night
Sunrise Farm

17. Sunrise Farm

98%
(586)
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
Electrical Hookup
Toilets
from 
$35
 / night
The TrailHouse

19. 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
Toilets
Campfires
from 
$45
 / night
Vermont Homestead

20. 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
Toilets
Showers
from 
$80
 / night

Looking for a cozy cabin in the forest near Bennington, Vermont? Hipcamp has over 400 options to choose from, each with its own unique charm and amenities. Our top-rated campsites, including Timbertrail Farm (257 reviews), Wyomanock Farm (215 reviews), and Quarry Brook (207 reviews), offer popular amenities like toilets, showers, and potable water. Enjoy the natural beauty of the forest while engaging in activities like snow sports, surfing, or biking. With an average price of just $63 per night and options as low as $15, you're sure to find the perfect cabin for your next outdoor adventure.

98% (3.5K)

Top-rated campgrounds

Salamander Hollow Healing Habitat

1. Salamander Hollow Healing Habitat

100%
(536)
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
Toilets
Showers
from 
$75
 / night
Riverside Retreat and Tiny Cabin

3. Riverside Retreat and Tiny Cabin

100%
(43)
45mi from Bennington · 5 sites · Tents, RVs, Lodging · Poultney, VT
Refreshing riverside retreat with tent sites, RV/camper parking, and tiny house cabin on over 5 acres, featuring sunny meadows, veggie garden plot, 4-wheeler paths, and seasonal direct access to snowmobile trails. The property is perfectly nestled near the Green Mountains and the White Mountains, with a swimming hole and river fishing available right in the backyard. Bike trails, walking trails and stunning motorcycle routes are all at your fingertips from the property. Village amenities, such as groceries, bike shops, convenience stores, cafes, restaurants, and laundromat are all in walking distance (about 1 mile or less). Lake St. Catherine State Park (hot showers here) and Lake Bomoseen and others are close by for fun park activities. Visit a local winery (Whaleback Vineyard), see how maple syrup is made (Thrall Road Maple), shop the neighboring farm stands for local eggs, produce and baked goods. Close regional access to hunting, skiing, snowboarding. Leaf peeping season is here at the riverside retreat! The leaves are turning such lovely colors around here right now. Blackberries and fiddleheads on the property! In the fall, feel free to collect crab apples from our 100+ year old former orchard. *When in season. New additions: 6-seater triple hammock stand with built in picnic table. Fire pits and hammocks now at all sites! Tent sites can accommodate multiple tents, for group camping. Multiple fields available for yard games. Can accommodate parties and celebrations. 10’x10’ or 10’x20’ pop up shade tents available to rent upon request (with or without sidewalls). Excellent site for photo shoots, glamping, stargazing, sunbathing, leaf peeping, bachelor/ette parties. Want us to stock a cooler for you? Charcuterie, snacks, meals, beverages, etc. available upon request, customizable to your dietary preferences. Coming with a special guest? We can also provide flowers, sweet treats, custom greeting cards, etc.
Pets
Toilets
Campfires
from 
$20
 / night
Atland Artist Residency

8. Atland Artist Residency

100%
(111)
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
Toilets
Campfires
from 
$45
 / night
The trails through the forest offer a nice place to stroll.

9. Sunflower Retreat

99%
(103)
34mi from Bennington · 1 site · Lodging · Cummington, MA
A humble, 2-acre vegetarian family micro farm. Home to our family of five, 2 cats, 2 rabbits and nineteen chickens. Beautiful, established flower gardens, fruit trees and veggies. This is also home to Sunflower Yoga & Mindfulness where yoga and meditation are taught. The cabin is nestled in the 1 acre of woods behind our home, protected by large old pines and surrounding acres of forest. Home to many songbirds, woodpeckers, raven, deer, porcupine and the occasional black bear. A true retreat. Small, rustic cabin with electricity in the woods behind our home in the hilltowns of Western Massachusetts. You are just 300 feet from the house, but while in the woods you will have complete privacy. The woods are filled with songbirds and there is a small platform for meditation. There is no wifi in the cabin, so enjoy the ability to disconnect from it all while connecting within. The hilltown region is rich with rivers and lakes for swimming, boating and fishing and forests for hiking. We are just 30 min to Northampton and 45min-1hour from the many cultural offerings of the Berkshires.
Toilets
Potable water
from 
$68
 / night
Cozy Mountain Cabin

14. Cozy Mountain Cabin

99%
(146)
15mi from Bennington · 1 site · Lodging · Arlington, VT
This off the grid cozy family owned cabin is located in the town of Sunderland, Vermont. Surrounded by hundreds of acres of national forest, campers can enjoy the sounds of a swift stream flowing nearby, birds chirping in trees, and the rustling of leaves and branches in the breeze. This mountainous area has a rich array of wildlife, meadows, trails, and only a few miles away from the Battenkill River, a tributary of the Hudson River of New York. Once inside you’ll find a small kitchen and dining area complete with a wood burning stove for those cool Vermont nights. The sleeping area offers four generously-sized bunks, a loft area, and a queen futon. Enjoy the peace of nature with a cup of coffee on the porch, but don’t forget to cap off the night with smores around the fire pit! Access to Vermont’s Long Trail System is nearby, with its 272 mile footpath and 166miles of side trails. This offers endless hiking opportunities for the day-hiker, weekend overnighter and extended backpacker. The Long Trail follows the main ridge of the Green Mountains from the Massachusetts-Vermont state line to the Canadian border, crossing Vermont’s highest peaks. As for the daily adventures, take a drive to surrounding ski resorts, including Bromley Mountain being just 15 miles from the property, where you can enjoy various activities year-round. Take a 10 minute drive to visit Mount Equinox Skyline drive where you’ll take in incredible views. Just past Mount Equinox is The Village of Manchester, which is home to the famed Equinox Resort and Spa. In Manchester, guests can enjoy everything from shopping & dining to outdoor classes for ATV driving and fly fishing!
Pets
Toilets
Campfires
from 
$94
 / night
This is one of the views from Yon Barn.

15. Dickensen Farm: Cabins & Camping

98%
(146)
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
Electrical Hookup
Toilets
from 
$36
 / night
Upper Shire Campsites Hudson Valley

16. Upper Shire Campsites Hudson Valley

100%
(238)
47mi from Bennington · 7 sites · Tents, RVs, Lodging · Hillsdale, NY
The Upper Shire Private Campsites in the Hudson Valley are on a gorgeous hill with a small pond surrounded by 22 acres of an old horse ranch. It is located in Columbia County near the Massachusetts and New York border. There are currently 5 unique camping areas located here. Each one is special due to its location on the hill. Check out our map and enjoy our spacious yet secluded campsites and our new off-grid double shower shack with hot and cold water on demand. This place has a relaxed atmosphere and is located near Catamount Ski Resort, Bash Bish Falls, Taconic State Park, Hudson NY, and Great Barrington, MA. If you plan on bringing a pet please be sure to add that fee to your booking under "extras" ($25) If you have additional guest(s) that would like to join you that fee is ($25 a night per person) and you will need to message us about how to arrange that. We have extra easy pop-up two-person tents available to rent ($15 for two nights) you can also find that option under "extras" along with bundles of firewood ($15)
Pets
Toilets
Campfires
from 
$90
 / night
Sunrise Farm

17. Sunrise Farm

98%
(586)
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
Electrical Hookup
Toilets
from 
$35
 / night
The TrailHouse

19. 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
Toilets
Campfires
from 
$45
 / night
Vermont Homestead

20. 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
Toilets
Showers
from 
$80
 / night

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Happy farmer sitting in a truck in a grassy field
Happy farmer sitting in a truck in a grassy field