- Family And Glamping
The best family-friendly glamping sites near Bennington
99% (1.9K) • 17 campsites
Top-rated campgrounds near Bennington
Timbertrail Farm
1. Timbertrail Farm
99%
(567)
11mi from Bennington · 10 sites · Tents, RVs, Lodging
Come see Lake Shaftsbury State Park! This 200 year old farm is at the top of a dead end road on 150 acres. It sits in a region of Bennington County formerly called Healing Springs Vermont. The springs that flow off of West Mountain come down through the farm and across Route 7 where they feed the picturesque state park!
Best drinking water, anywhere to the left of the chimney at the white house.
Arrive at our 150 acre property at the top of this dead-end road.. (Please stay left all the way up to the top...the road becomes our driveway).. Step out onto this 200-year-old farm at your own private site all of which are several acres each minimum.. Walk to streams ponds and Lake Shaftsbury State Park.
Pets
Toilets
Campfires
from
$45
/ night
Grateful Acres Vermont
2. Grateful Acres Vermont
99%
(541)
12mi from Bennington · 5 sites · Tents, RVs, Lodging
Learn more about this land:
Welcome to Grateful Acres Vermont, a 420 friendly, Grateful Dead inspired camping destination in the heart of the Green Mountains. We have space available for tents, campers, and trailers. Kayaks available to rent for use at the reservoir located just up the road. Just a family with some land in Vermont that we would like to share.
PLEASE OBSERVE THE POSTED SPEED LIMIT
Pets
Toilets
Campfires
from
$35
/ night
Wyomanock Farm
3. Wyomanock Farm
97%
(845)
26mi from Bennington · 33 sites · Tents, RVs, Lodging
In the off season starting after Thanksgiving until April, there is no water or toilet or shower facilities available. Please check for exact dates.
Our 75 acres is a wonderful, diverse mix of habitat, harmoniously integrated with our small farm. This land was the homestead of the very first non native settler of the area, John Wiley, in 1787. Before that, it was the land of the Mahican native Americans. They named it "valley of the butternut trees", or Wyomanock.
The Wyomanock Creek is the backbone of this little valley. Beaver have dammed the creek at several points to create ponds and other wetland features that support a diversity of wildlife including otter, moose and a myriad of birds, from osprey to herons. This sanctuary is host to many uncommon native plants and plant communities. We would love to share it with you!
Your host, Thom, invites you to property to explore 75 acres of meadows, woods and water. Choose one of several sites either in the woods or open areas. You are also free to use our outdoor solar shower or take a dip in the cold pond or artesian spring fed pool.
Our location is convenient to the Berkshire Mountains, state parks, hiking and other attractions, including Ramble Wild tree to tree adventures and Jiminy Peak. There are a few miles of rail trail access just down the road.
Pets
Electrical hookup
Toilets
from
$32
/ night
Salamander Hollow Healing Habitat
4. Salamander Hollow Healing Habitat
100%
(549)
46mi from Bennington · 5 sites
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
Upper Shire Campsites Hudson Valley
5. Upper Shire Campsites Hudson Valley
100%
(238)
47mi from Bennington · 7 sites · Tents, RVs, Lodging
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
$105
/ night
99% (1.9K) • 17 campsites
Top-rated campgrounds near Bennington
Timbertrail Farm
1. Timbertrail Farm
99%
(567)
11mi from Bennington · 10 sites · Tents, RVs, Lodging
Come see Lake Shaftsbury State Park! This 200 year old farm is at the top of a dead end road on 150 acres. It sits in a region of Bennington County formerly called Healing Springs Vermont. The springs that flow off of West Mountain come down through the farm and across Route 7 where they feed the picturesque state park!
Best drinking water, anywhere to the left of the chimney at the white house.
Arrive at our 150 acre property at the top of this dead-end road.. (Please stay left all the way up to the top...the road becomes our driveway).. Step out onto this 200-year-old farm at your own private site all of which are several acres each minimum.. Walk to streams ponds and Lake Shaftsbury State Park.
Pets
Toilets
Campfires
from
$45
/ night
Grateful Acres Vermont
2. Grateful Acres Vermont
99%
(541)
12mi from Bennington · 5 sites · Tents, RVs, Lodging
Learn more about this land:
Welcome to Grateful Acres Vermont, a 420 friendly, Grateful Dead inspired camping destination in the heart of the Green Mountains. We have space available for tents, campers, and trailers. Kayaks available to rent for use at the reservoir located just up the road. Just a family with some land in Vermont that we would like to share.
PLEASE OBSERVE THE POSTED SPEED LIMIT
Pets
Toilets
Campfires
from
$35
/ night
Wyomanock Farm
3. Wyomanock Farm
97%
(845)
26mi from Bennington · 33 sites · Tents, RVs, Lodging
In the off season starting after Thanksgiving until April, there is no water or toilet or shower facilities available. Please check for exact dates.
Our 75 acres is a wonderful, diverse mix of habitat, harmoniously integrated with our small farm. This land was the homestead of the very first non native settler of the area, John Wiley, in 1787. Before that, it was the land of the Mahican native Americans. They named it "valley of the butternut trees", or Wyomanock.
The Wyomanock Creek is the backbone of this little valley. Beaver have dammed the creek at several points to create ponds and other wetland features that support a diversity of wildlife including otter, moose and a myriad of birds, from osprey to herons. This sanctuary is host to many uncommon native plants and plant communities. We would love to share it with you!
Your host, Thom, invites you to property to explore 75 acres of meadows, woods and water. Choose one of several sites either in the woods or open areas. You are also free to use our outdoor solar shower or take a dip in the cold pond or artesian spring fed pool.
Our location is convenient to the Berkshire Mountains, state parks, hiking and other attractions, including Ramble Wild tree to tree adventures and Jiminy Peak. There are a few miles of rail trail access just down the road.
Pets
Electrical hookup
Toilets
from
$32
/ night
Salamander Hollow Healing Habitat
4. Salamander Hollow Healing Habitat
100%
(549)
46mi from Bennington · 5 sites
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
Upper Shire Campsites Hudson Valley
5. Upper Shire Campsites Hudson Valley
100%
(238)
47mi from Bennington · 7 sites · Tents, RVs, Lodging
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
$105
/ night
Recent reviews from the Hipcamp community
A
Aya
2 weeks ago
Weekend Trip to Salamander Hollow Healing Habitat
Responsive host and a really, really cute interior living space! The kitchen and sauna were especially great. Mary was so, so sweet with all of her recommendations and replied very quickly when our car had issues getting stuck in the snow. The only issue (and it was very minor) is that the walls between the campsite bathroom and the bed were a bit thin, so we got jumpscared a little the first time we heard people next to us 😅
See moreB
Bryan
2 weeks ago
With pets
This enchanting tiny healing cabin was my haven, my refuge from the storm. The sauna was pure bliss, melting away stress and worries. The hosts were kind, compassionate, and effortlessly communicative, making me feel truly at home. What struck me most was the intentional space created for healing – it felt like a warm hug for my soul. I'm already counting down the days until I return. If you're seeking peace, healing, and a sense of belonging, look no further. This cabin is a sanctuary, and I'll be back."
See more
S
Samantha
January 2026
Weekend Trip to Salamander Hollow Healing Habitat
We had a great time and can’t wait to be back. The sauna was amazing, Mary was such a welcoming host, and the honey was absolutely to die for.
See moreC
Charles
January 2026
2 nights at Salamander Hollow Healing Habitat
A great time, everything was clean, cozy and as expected. Cabin was warm enough even with the single digit temperatures. Sauna was awesome and the main reason we booked this cabin.
See moreC
Caroline
January 2026
Weekend Trip to Salamander Hollow Healing Habitat
Mary was so hospitable! She consistently checked in on us with the unexpected snow. The cabin was so peaceful and relaxing. We would love to visit again, the sauna was an added bonus!
See more
Hannah
January 2026
With pets
What a lovely lovely place. Photos do not do it justice. We can’t wait to go back. It probably is gorgeous in the summer but man, the place covered in snow and mist is something else. The epitome of cozy. Will definitely spend a night in the tipi when we come back. Thanks for having us, Mary, and thanks for sharing wonderland to us.
See more
A
Anjuli
January 2026
With pets
We had a wonderful time in the tiny cabin. My husband and I traveled with our 1 year old and our dog. We had everything we needed for an escape from Boston. Even in freezing temps the cabin was super cozy. A special shout out to our host, Mary, for going above and beyond. Mary was the most attentive host and made sure we had everything we needed including leaving us a sled for our little one! I can’t recommend it enough. We will definitely be back during the warmer months!
See moreA
Amanda
December 2025
Weekend Trip to Salamander Hollow Healing Habitat
This was my second time staying at Mary's marvelous Kula Bata Tiny Cabin. It is such a peaceful palace that makes it easy to unplug and recharge, and the infrared sauna is such a treat! Mary is always so kind, attentive and responsive to any questions or concerns that arose before or during our stay. I cannot wait to return again in the near future!
See moreE
Erik
December 2025
2 nights at Salamander Hollow Healing Habitat
We had a great stay and experience. It was located close to the state forest and surrounding areas that we planned to explore.
See more
k
katie
November 2025
With pets
The sunshine cabin was cozy and perfect! We brought our pup Charlie and she loved being able to explore off leash. The property is absolutely beautiful. We will definitely be coming back!
See moreJ
Julianne
November 2025
Weekend Trip to Salamander Hollow Healing Habitat
The cabin had a great outdoor space with a nice firepit. We walked one of the trails near the cabin and it was very peaceful and easy to follow. The sauna was so nice to relax in. Thank you for a great weekend away!
See moreB
Briannon
November 2025
With pets
What a cute little cabin! Mary was very communicative and so helpful. The cabin itself is a little oasis in the woods with the sauna and cute personal touches.
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S
Sharon
November 2025
1 night at Salamander Hollow Healing Habitat
It’s a beautiful place. It feels like you are 100s of miles away from civilization, although it’s 10-15 minutes into town. The cabin is so peaceful and comfortable. It has everything you need to relax and just enjoy
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S
Sharon
November 2025
Group trip
We enjoyed a stay in the tipi and made brick oven pizza. It’s magical we will definitely be back and I recommend this place to anyone that loves nature and wants a different experience. Our dogs had the time of their lives.
See moreC
Catherine
November 2025
2 nights at Salamander Hollow Healing Habitat
Fantastic little cabin, the hosts were thoughtful, responsive and polite. They thought of what we would need to have to enjoy our trip and bonus safety features ect. Highly recommend! The sauna was incredible.
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J
Jarvis
November 2025
2 nights at Upper Shire Campsites Hudson Valley
Amazing stay! Host was really helpful and campsite is well kept
See more
C
Clara
November 2025
Group trip
Our group of Book Club friends had the most wonderful stay at Salamander Hollow Healing Habitat! From the moment we arrived, we felt welcomed and cared for. Mary is an exceptional host—warm, thoughtful, and genuinely invested in creating a magical experience for her guests. Thank you, Mary, for opening your beautiful space to us!
One of the absolute highlights of our stay was the pizza oven. It was such a hit—easy to use, incredibly fun, and the perfect activity to bring everyone together. We made some truly delicious creations and shared plenty of laughs around it.
We also loved the variety of sleeping options throughout the property. With so many different configurations, everyone in our group found a cozy, comfortable place to settle in. It made the whole weekend feel relaxed, flexible, and tailored to us.
We’re already talking about coming back. Salamander Hollow is a gem!
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M
Mariel
November 2025
With pets
The area is right in the middle of the forest which made for a fun drive and just a beautiful landscape. We got unlucky that the first night was uniquely cold and windy but the host was so great at trying to accommodate and keep us warm. She was very available and considerate. I would highly recommend this place for the scenery and the host!
See moreT
Tom
November 2025
Weekend Trip to Salamander Hollow Healing Habitat
The cabin/library was cozy, the tipi was super cool and bigger than I expected it to be. Bring a sleeping pad, the ones in the library were a little thin. Beautiful and very private site.
See morec
casey
November 2025
