5 Best Glamping Spots In Berkshires, Massachusetts

Ria
Ria  
Updated
| 3 min read

Berkshire County is home to the charming rural region of The Berkshires. Here, you will find fascinating historical landmarks such as Hancock Shaker Village, scenic natural attractions such as Mount Greylock, and fun recreational activities, including hiking. These attractions and activities attract many tourists to this region each year. Moreover, the landscape here is characterized by lush woodlands and crystal blue lakes, making it an excellent site for relaxing trips or vacations with friends and loved ones. The highland has several wonderful glamping spots with year-round access to a range of events and outdoor activities. If you want, you can also just relax in the calm environment while being surrounded by nature. Discover the joy of glamping in one of the best glamping spots in Berkshires, Massachusetts, and have a unique experience.

We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, prices, availability of dates, decor, and a location that facilitates glamping or is close to glamping spots. The image galleries get refreshed with the latest updates regularly. They were last updated on March 02, 2024.

1. Enchanting tiny home for couples, Lee (from USD 228)

This two-story wooden tower-like home is set on 4 acres (1.6 hectares) of land that includes beautiful gardens, a fire pit, and a forested area. There is also a pretty pond on site. The first floor of the rental provides a seating and dining area with a TV. A full bathroom with a shower is also available. There is a small kitchen included on the first level of the house.

The canopied queen bed found on the second floor has amazing views of the pond and woodlands. The bedroom comes with a tall cabinet for storage and a comfortable rocking chair. This glamping site is definitely an ideal location for a quiet holiday amidst lush greenery.

Stayed at this property?
Tyringham, Massachusetts, United States
10.57 km (6.6 mi) from Norman Rockwell Museum
287 reviews   Superhost Wifi Available
Tiny home 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the fireplace bedroom with the sky view heated bed was amazing
wonderful spot for a getaway cozy and warm magical autumn retreat
however it was the perfect size for 2 and we loved that it was little and cozy
Cleanliness:
the place was amazing very clean
sparkling clean and plenty of little touches that were great
this place was perfect beautiful clean cozy and very covid safe would definitely recommend
Host:
owner was easy to contact and very responsive
the grounds were absolutely unique and stunning and the hosts were very accommodating and helpful
the hosts were very responsive and left a thoughtful note and welcome basket for us upon our arrival
the previous owner had hundreds of positive reviews on this place and i just really don’t understand it
hosts were responsive space was lovely + whimsical + we enjoyed very much
Location:
cute and special place for a weekend away
this place is so cute it really is tiny but in a cute cozy way
we loved exploring the grounds + the overall location is so convenient for exploring lenox/great barrington etc
this was a very cute and unique place to spend a couple of days
fantastic stay and a very unique place
Read more reviews

2. Authentic Mongolian yurt amid wildflowers, Sheffield

This magnificent 20-foot (6-meter) Mongolian tent includes a spacious open-plan living space with a queen bed, a dining nook, and a wood burner. You will also have access to an outdoor bathroom. A solar panel-powered battery is used as the primary source of electricity. For the storage of perishables, guests can use the small refrigerator provided. Good news for bookworms - this yurt provides a large selection of novels, books about local history, and other interesting short stories.

A screened tent is installed so that you may lounge outside comfortably and admire the wildflowers. There is also access to a beautiful beach nearby.

Stayed at this property?
Sheffield, Massachusetts, United States
20.32 km (12.7 mi) from Norman Rockwell Museum
43 reviews   Wifi Available
Yurt 1 Bed 2 Guests 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
it has the perfect amount of furniture for it to feel homey and cozy
the grill is easy to use and so is the toilet once you figure it out
the yurt was charming bed was large and comfy and amenities were better than expected
Cleanliness:
everything was clean simple useful and beautiful
Host:
liz and slava are very nice people who were very helpful if we had any requests/problems
the hosts have lots of great advice about places to visit restaurants etc
liz was a perfect host and very responsive
Read more reviews

3. Hancock Haven, Williamstown

Hancock Haven in Williamstown offers a cozy tent that can accommodate four guests. One bed with soft cushions and mattress is supplied and two more sleeping bags can fit on the floor of the tent. Guests can use the readily available 6-foot (1.8-meter) picnic table or have a fun cookout by taking advantage of the outdoor fire pit.

The accommodation is off-the-grid; so be aware that there is no WiFi or electricity available here. However, you can explore the hiking trails of Taconic Ridgeto and keep busy while here. Many tourist spots such as The Appalachian Trail, Jiminy Peak Mountain Resort, Mount Greylock State Reservation, and Ramblewild Adventure Park are only a short distance away.

Stayed at this property?
Williamstown, Massachusetts, United States
35.87 km (22.3 mi) from Norman Rockwell Museum
5 reviews   Wifi Available
Tent 1 Bed 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Cleanliness:
tent was very clean and cozy
Host:
perfect hosts; nice quiet location
Read more reviews

4. Cozy tent with access to a shared pool, Great Barrington

Great Barrington Campsite, set in the woods on a 3-acre (1.2-hectare) property, houses this cozy tent for four. Guests staying here will have access to a rectangular shared pool that is heated for comfort. The tent has a queen-size bed for restful nights. Shower and toilet facilities are accessible inside the nearby barn. You can book the pool for use from June through September.

If you intend on camping with a large group, you may need to bring additional camping equipment. The campsite is just a short distance away from various establishments such as a cozy movie theater, beautiful boutiques, and amazing pubs and restaurants such as Cafe Adam and Old Mill.

Stayed at this property?
Great Barrington, Massachusetts, United States
12.1 km (7.6 mi) from Norman Rockwell Museum
12 reviews   Wifi Available
Tent 1 Bed 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Host:
they were very accommodating and thoughtful when checking in and out
the host was extremely accommodating and the setup was great
Location:
a great place to unwind and enjoy the outdoors
Read more reviews

5. Rustic A-frame home beside creeks, Monterey

This glamping spot in Monterey offers a rustic home with tasteful decorations and modern touches. It is set amidst tall trees that provide a cool shade, perfect for a relaxing nature getaway.

The single room is furnished with a bed, seating areas, a cozy kitchenette, and a fireplace for warmth. The rental has modern amenities such as solar-powered electrical outlets, a 32-inch television, and a coffee machine.

Guests can use the free driveway parking space on site. The location of this tiny home is remote and tranquil, with creeks rushing by.

Stayed at this property?
Monterey, Massachusetts, United States
19.34 km (12.1 mi) from Norman Rockwell Museum
82 reviews   Superhost Wifi Available
Tiny home 2 Beds 2 Guests 1 Bedroom 0 Bathrooms

Accommodates: 2

Top guest reviews
Cleanliness:
it was super clean and tidy
this cabin was cozy clean and just as described- the perfect weekend getaway we highly reccomend this adorable spot
it was clean and cozy and jake was a great host
the place was also very clean and jake was a friendly host
Host:
the host jake was super nice and informative
jake was very accommodating and knowledgeable of the area giving us great restaurant recommendations
jake is such a wonderful and capable host
jake was an attentive and respectful host as well :)
our host jake was wonderful
Location:
great stay great location and great set up
the setup is just so beautiful and we really enjoyed being so close to a little brook
what a beautiful place to stay for a few days
the place was perfect if you like being outside you will love staying here
i would recommend this place and come again
Read more reviews

Enjoy a glamping experience in The Berkshires

From a quiet time amidst nature to a thrilling adventure on the hiking trails and other landforms nearby - you are sure to enjoy a fun glamping getaway in The Berkshires. If you’re eager to experience nature up close, check into any of the glamping spots listed above and take your trip to the next level.

Stayed at this property?
Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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I am writer based in the Philippines. My niches include travel, health, education, and journalism.

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