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Compare 39 B&B in Great Barrington with updated reviews, rates, and availability.

Breakfast meal
Blackberry River Inn
3.0 star property
9.4 out of 10, Exceptional, (27)
"Cozy, comfortable, feels like you are staying at someone’s home that you love, but, lol with privacy! Breakfast is fabulous and eggs are made to order!"
The price is AED 667
AED 749 total
includes taxes & fees
26 May - 27 May
Blackberry River Inn
Exterior
The Cornell Inn, Lenox
3.0 star property
8.6 out of 10, Excellent, (1000)
"It was a great place to stay for the night. "
The price is AED 444
AED 517 total
includes taxes & fees
3 Jun - 4 Jun
The Cornell Inn, Lenox
Lake
Lakehouse Inn
4.0 star property
9.6 out of 10, Exceptional, (152)
"The Lakehouse Inn is really cute, right on a lake with wonderful waterfront spaces. The bathroom situation is more European--toilet and shower in the bathroom, sink outside. There was no tub, not a problem for me but good to be aware of. The morning breakfast was delicious! I was greeted with a white wine sangria. It's conveniently located for roaming around Stockbridge, Great Barrington, etc. Close to the Norman Rockwell museum, Hancock Shaker Village, Edith Wharton estate. Would absolutely...
The price is AED 496
AED 576 total
includes taxes & fees
27 May - 28 May
Lakehouse Inn
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Miscellaneous
Locust Tree Bed and Breakfast LLC
3.0 star property
9.0 out of 10, Wonderful, (322)
"Host was excellent and helpful. Location is quiet and close to nearby towns for activities. "
The price is AED 386
AED 444 total
includes taxes & fees
26 May - 27 May
Locust Tree Bed and Breakfast LLC
Garden
Shaker Mill Inn
2.5 star property
9.6 out of 10, Exceptional, (383)
"We felt like the place was all our own. From the en suite breakfast to our private deck, we felt right at home immediately and had a lovely weekend stay. The surrounding mountains and quaint New England mill town were off-the-charts charming. Our inn keepers were just a phone call away when we had a request. Everything was immaculately clean and extremely well maintained (I'm a handyman at heart). I can't wait for you to stay here- it's minutes away from Stockbridge, Lennox, Great...
The price is AED 533
AED 584 total
includes taxes & fees
28 May - 29 May
Shaker Mill Inn
Breakfast area
Inn at Pine Plains
3.5 star property
9.8 out of 10, Exceptional, (258)
"Lovely overnight stay. Room was beautiful and very comfortable. Breakfast consisted of a nice selection of homemade bread and muffins - and humus (so yummy). Staff is super friendly and made sure to engage with everyone. Would definitely stay here again. "
The price is AED 826
AED 927 total
includes taxes & fees
27 May - 28 May
Inn at Pine Plains
Front of property
Brook Farm Inn
3.5 star property
9.4 out of 10, Exceptional, (135)
"This is a charming and very pleasant place to stay."
The price is AED 574
AED 642 total
includes taxes & fees
31 May - 1 Jun
Brook Farm Inn
Interior
Whistler's Inn Bed & Breakfast
3.5 star property
7.6 out of 10, Good, (432)
"Terrific host. Very welcoming. "
The price is AED 886
AED 990 total
includes taxes & fees
24 May - 25 May
Whistler's Inn Bed & Breakfast
Exterior
The Inn at Stockbridge
4.0 star property
9.6 out of 10, Exceptional, (92)
"Great B&B with everything you need especially for a quick getaway to vist Stockbridge & Great Barrington Massachusetts. The new owners have added new touches to this Inn and the pride of ownership shows. Highly recommended 👌 "
The Inn at Stockbridge
Front of property
Inn at Silver Maple Farm
3.0 star property
9.8 out of 10, Exceptional, (68)
"Clean! Innkeepers were professional and accommodating. Great breakfasts!"
The price is AED 621
AED 670 total
includes taxes & fees
3 Jun - 4 Jun
Inn at Silver Maple Farm
Room
Devonfield Inn B&B
4.0 star property
10.0 out of 10, Exceptional, (106)
"The classic character of the Inn is so beautiful and adds to the whole experience!"
The price is AED 1,025
AED 1,145 total
includes taxes & fees
27 May - 28 May
Devonfield Inn B&B
Room
33 Main
4.0 star property
10.0 out of 10, Exceptional, (62)
"I love the fact that it only had eight rooms they had happy hour from 5 to 6 PM so we are able to meet other people at the hotel. I love the rooms and the cleanliness and especially the breakfast they were amazing and delicious!! I would recommend this hotel highly!"
The price is AED 1,778
AED 1,986 total
includes taxes & fees
23 Jun - 24 Jun
33 Main
Front of property
Chambery Inn
3.0 star property
9.6 out of 10, Exceptional, (356)
"Amazing place.."
The price is AED 915
AED 1,022 total
includes taxes & fees
27 May - 28 May
Chambery Inn
View from room
The Barrington
4.0 star property
9.6 out of 10, Exceptional, (98)
"As always, our stay at The Barrington was wonderful. The rooms are large, lovely and the bed comfortable. The service is great and everyone is so friendly and accommodating! The breakfast is delicious. We truly enjoy our stay, every time!"
The price is AED 1,194
AED 1,333 total
includes taxes & fees
26 May - 27 May
The Barrington
Room
Granville House
4.0 star property
10.0 out of 10, Exceptional, (70)
"Very nice hosts and lovely and inventive decor."
The price is AED 826
AED 923 total
includes taxes & fees
27 May - 28 May
Granville House
Front of property
Changing Times Boutique Country Lodging
3.5 star property
10.0 out of 10, Exceptional, (84)
"It was comfortable"
The price is AED 551
AED 595 total
includes taxes & fees
28 May - 29 May
Changing Times Boutique Country Lodging
Restaurant
Manor House Inn
3.0 star property
9.2 out of 10, Wonderful, (127)
"Exceptional in all ways. Gourmet breakfasts, beautiful house and grounds, elegant bedroom, wonderful staff. "
The price is AED 1,010
AED 1,101 total
includes taxes & fees
26 May - 27 May
Manor House Inn
The main guest area with queen size bed and bathroom.
Private Guest Area in Plant Based Bed and Breakfast
10.0 out of 10, Exceptional, (5)
"Adorable, beautifully decorated, super clean house. Friendly, attentive owner., sweet dog and a delicious breakfast - what more could you ask. Our room was lovely and exactly as pictured. Would definitely return! Thanks Emily!"
Private Guest Area in Plant Based Bed and Breakfast
Property grounds
Tanglewood Suites
2.5 star property
8.0 out of 10, Very Good, (15)
"The property is so lovely and peaceful. I love the classic mid-century modern aesthetic. For visitors to the National Shrine of Divine Mercy, the Inn’s location couldn’t be more perfect with only a 5-minute walk to the Shrine. "
Tanglewood Suites
View from room
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
9.2 out of 10, Wonderful, (101)
"The b&b was so beautiful and unique! The area was serene. The host was very sweet and accommodating."
The price is AED 1,538
AED 1,861 total
includes taxes & fees
29 May - 30 May
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Don't see what you're looking for?
See all available properties in Great Barrington
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Great Barrington

Welcome to The Freeman Berkshires
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
10.0 out of 10, Exceptional, (29)
"We had a great time at The Freeman! The little touches like fresh fruit and a welcome basket made it even more special for our family getaway."
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
Private Estate, Heated YEARROUND Outdoor Pool
10.0 out of 10, Exceptional, (8)
"The pictures simply do not do this place justice, it’s an incredible home. Our friend group was cozy all weekend! We loved the hot tub/pool, the really interesting artwork, the driving range mat and basketball hoop. Plenty of towels and kitchen supplies. The in law apartment (which we didn’t use as sadly part of our group was unable to join us) is attached to the main home and is so cute. We had a small issue upon arrival and the hosts were immediately responsive with us troubleshooting and...
Private Estate, Heated YEARROUND Outdoor Pool
Great Barrington Vacation Rental | 4BR | 2BA | 2,000 Sq Ft | Stairs Required
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
7.2 out of 10, Good, (39)
"This house was the perfect get away house for out family! The place was clean and the kitchen well stocked! We had wonderful large family dinners and enjoyed heading into town for meals and fun too. We had the best hikes with are wonderful dog that we got to include, it was a very special week. Great location and the most peaceful and amazing views from the deck and the dock. Would stay here again for sure! Thank you for sharing your home."
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Searching for B&Bs in Great Barrington?
Whether you’re on a romantic holiday and are looking to stay somewhere quiet, or you’re a solo traveler hoping to meet fellow tourists, a B&B can be a good choice for many different types of travelers. While you’re here, you can get to know Great Barrington by exploring its natural beauty. Consider a stop by Lake Mansfield Park and Beartown State Forest.
How do you know if a B&B is the best choice for you?
With attentive service, an atmosphere suited to mingling with other guests, and breakfast served on site, B&Bs all have a unique setting.
What's the best time of year to book my B&B in Great Barrington?
When you’re planning your stay in Great Barrington, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Great Barrington are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What is there to do in Great Barrington?
If you’re looking for some things to do on your trip, travelers enjoy Great Barrington for its hiking and skiing. If cultural attractions are high on your list, Mahaiwe Performing Arts Center and Art et Industrie are spots to check out. You might put Housatonic River Walk and Ski Butternut on your list if you want to see more of the area.
How can I get to and around Great Barrington?
Planning your excursions in and around Great Barrington is easier with these transportation options. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 16.2 mi (26.1 km) from the heart of the city. Otherwise, you can search for flights to Hudson, NY (HCC-Columbia County), which is 19.2 mi (30.9 km) away. If you’d like to venture out around the area, consider renting a car to take in more sights.

Recent reviews of Great Barrington hotels
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