Bed and breakfast in Great Barrington, MA

8 available b&b offers

7 nights
2
1
  • airbnb
  • booking
  • stayz
  • expedia
  • hotelscom
  • tripadvisor
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Great Barrington, MA bed and breakfast
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

8 Bed and Breakfasts and Inn in Great Barrington, MA

Best Great Barrington, MA bed and breakfasts with breakfast included

Wilder House Berkshires - Great Barrington, MA
9.5 92 reviews
Great Barrington, MA
15/08 – 20/08
A$835/nighttotal: A$4175 (5 )

Wilder House Berkshires

2 4
B&B , Sheffield
Wilder House Berkshires, a guesthouse in Sheffield, Massachusetts, is situated approximately 9.6km from Great Falls and 10km from the Canaan Village Historic District, offering easy access to Berkshire attractions.
This one-bedroom, one-bathroom lodging boasts air conditioning, a terrace, a garden, free parking, and Wi-Fi; a daily American breakfast is included.
Shaker Mill Inn - Great Barrington, MA
9.5 559 reviews
Great Barrington, MA
02/07 – 06/07
A$728/nighttotal: A$2912 (4 )

Shaker Mill Inn

1 4
B&B , West Stockbridge
Shaker Mill Inn is situated in West Stockbridge, just under 6.5 kilometres from Tanglewood and the Norman Rockwell Museum. The inn has consistently received excellent ratings for location, cleanliness and overall experience.
The inn offers a range of rooms, all with en-suite facilities. Guests can enjoy a continental breakfast, relax in the garden or by the outdoor fireplace, and take advantage of the on-site spa, Jacuzzi and massage services.

Best Great Barrington, MA bed and breakfasts with a garden

Family Basecamp | 3 Villas, Pools & Games - Great Barrington, MA
Great Barrington, MA
02/07 – 06/07
A$1000/nighttotal: A$4000 (4 )

Family Basecamp | 3 Villas, Pools & Games

6 4
B&B , Lee
This B&B in Lee is situated in the Berkshires, offering convenient access to hiking, boating, and skiing, with the Norman Rockwell Museum, Tanglewood, and the Appalachian Trail all within a 5-kilometre radius.
Each of the six spacious rooms, covering 95 square metres, accommodates up to three guests and features complimentary toiletries, basic kitchen facilities, and HD televisions, alongside access to a shared fitness centre and heated indoor pool.
2 Family-friendly Villas L Pool, Games & Whirlpool - Great Barrington, MA
Great Barrington, MA
02/07 – 06/07
A$667/nighttotal: A$2668 (4 )

2 Family-friendly Villas L Pool, Games & Whirlpool

4 4
B&B , Lee
This Bed and Breakfast is situated in the Berkshires, offering convenient access to outdoor pursuits such as hiking, boating, and skiing, with the Appalachian Trail just a short distance away, and is located within 2 kilometres of the Norman Rockwell Museum and Tanglewood.
Each of the four spacious 94.4 square metre bedrooms accommodates up to three guests and includes a private bathroom, air conditioning, complimentary toiletries, a fridge, microwave, and dishwasher, with guests also able to enjoy the on-site indoor heated swimming pool and public fitness centre.
Wilder House Berkshires - Great Barrington, MA
9.5 92 reviews
Great Barrington, MA
15/08 – 20/08
A$835/nighttotal: A$4175 (5 )

Wilder House Berkshires

2 4
B&B , Sheffield
Wilder House Berkshires, a guesthouse in Sheffield, Massachusetts, is situated approximately 9.6km from Great Falls and 10km from the Canaan Village Historic District, offering easy access to Berkshire attractions.
This one-bedroom, one-bathroom lodging boasts air conditioning, a terrace, a garden, free parking, and Wi-Fi; a daily American breakfast is included.
Four Villas L Arcade, Pool & Forest Views Awaits - Great Barrington, MA
Great Barrington, MA
02/07 – 06/07
A$1333/nighttotal: A$5332 (4 )

Four Villas L Arcade, Pool & Forest Views Awaits

8 4
B&B , Lee
This Bed and Breakfast is located in the Berkshires, offering convenient access to outdoor pursuits and cultural sites such as the Norman Rockwell Museum and Tanglewood.
With 8 bedrooms and 8 bathrooms accommodating up to 24 guests, this property features spacious rooms of approximately 94 square meters, complete with a fridge, microwave, and dishwasher, alongside access to a shared fitness centre and a heated indoor swimming pool.

Frequently asked questions about bed and breakfast in Great Barrington, MA

  • What are the must-see sights for first-time visitors on a day trip to Great Barrington, MA region?

    For a first-time visit, you'll want to see the historic Mahaiwe Performing Arts Center, the beautiful Hopkins Memorial Manse and the Great Barrington Historical Society Museum. There's also the Mount Everett for stunning views.
  • What are the best bed and breakfasts in Great Barrington, MA?

    Among the B&Bs in Great Barrington, MA, Granville House, Quiet Refuge In Great Barrington and The Farmhouse *Home Share are the most popular ones.

  • What weather can travelers expect when exploring nature in Great Barrington, MA?

    Great Barrington has four distinct seasons, so you can expect anything from hot and humid summers to snowy winters. Spring and autumn are beautiful, with mild temperatures and vibrant foliage. Pack layers, as the weather can change quickly.
  • What are the best bed and breakfasts with a pool in Great Barrington, MA?

    The Windflower Inn and Master Bed And Bath In Family Home are the best B&Bs with a pool in Great Barrington, MA.

  • What outdoor activities can visitors enjoy in and around Great Barrington, MA?

    You can hike the Mount Everett Trail or explore the Bash Bish Falls State Park. There's also the Great Barrington Rail Trail for biking or walking. And don't forget to visit the Great Barrington Farmers Market.
  • What are the best bed and breakfasts with a jacuzzi in Great Barrington, MA?

    The best B&B with a jacuzzi in Great Barrington, MA is Lovely Home In Mountain Getaway.

  • What famous cities can be easily accessed from Great Barrington, MA?

    Great Barrington is a great base for exploring the Berkshires. You can easily reach Boston and New York City by car, but they're both about a 3-hour drive. The charming town of Stockbridge is just a short drive away.
  • What are the best bed and breakfasts for families and kids in Great Barrington, MA?

    The best B&Bs for families and kids in Great Barrington, MA are Granville House, Wainwright Inn and The Barrington.

  • What are the best pet friendly bed and breakfasts in Great Barrington, MA?

    The best pet friendly B&Bs in Great Barrington, MA are Granville House, Renovated Private Guest House By Evergreen Home and Lovely Home In Mountain Getaway.

  • What are the best bed and breakfasts with parking in Great Barrington, MA?

    Granville House, Quiet Refuge In Great Barrington and The Farmhouse *Home Share are the best B&Bs with parking in Great Barrington, MA.

Destinations nearby

Best pet friendly Great Barrington, MA bed and breakfasts

Among the 10 accommodations in Great Barrington, MA, here are the 1 best pet friendly B&Bs

Shaker Mill Inn - Great Barrington, MA
9.5 559 reviews
Great Barrington, MA
02/07 – 06/07
A$728/nighttotal: A$2912 (4 )

Shaker Mill Inn

1 4
B&B , West Stockbridge
Shaker Mill Inn is situated in West Stockbridge, just under 6.5 kilometres from Tanglewood and the Norman Rockwell Museum. The inn has consistently received excellent ratings for location, cleanliness and overall experience.
The inn offers a range of rooms, all with en-suite facilities. Guests can enjoy a continental breakfast, relax in the garden or by the outdoor fireplace, and take advantage of the on-site spa, Jacuzzi and massage services.

Best Great Barrington, MA bed and breakfasts with laundry available

Wilder House Berkshires - Great Barrington, MA
9.5 92 reviews
Great Barrington, MA
15/08 – 20/08
A$835/nighttotal: A$4175 (5 )

Wilder House Berkshires

2 4
B&B , Sheffield
Wilder House Berkshires, a guesthouse in Sheffield, Massachusetts, is situated approximately 9.6km from Great Falls and 10km from the Canaan Village Historic District, offering easy access to Berkshire attractions.
This one-bedroom, one-bathroom lodging boasts air conditioning, a terrace, a garden, free parking, and Wi-Fi; a daily American breakfast is included.
©2026 cozycozy.com