A large stone church with a tall bell tower and arched windows.

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Check prices for these dates

Next weekend
3 Jul - 5 Jul
In two weeks
10 Jul - 12 Jul
In one month
24 Jul - 26 Jul
In two months
21 Aug - 23 Aug

Our top choices for Great Barrington bed & breakfast

Exterior

The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
Great Barrington
8.8 out of 10, Excellent, (8 reviews)
"The new owners have done a great job. The place is immaculate, the room was very comfortable and well appointed, the common areas charming. Highly recommended."
United States
Robert
The price is AED 972
AED 1,085 total
includes taxes & fees
15 Jul - 16 Jul
The Berkshire Mountain Inn
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (462 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is AED 606
AED 665 total
includes taxes & fees
1 Jul - 2 Jul
Shaker Mill Inn
Interior detail

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (56 reviews)
"Great stay and the breakfast was fantastic"
United States
Jennifer
The price is AED 637
AED 712 total
includes taxes & fees
7 Jul - 8 Jul
Wilder House Berkshires
Library

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (190 reviews)
"beautiful inn"
United States
Maura
The price is AED 519
AED 597 total
includes taxes & fees
28 Jun - 29 Jun
Blackberry River Inn
Free daily continental breakfast

Inn at Pine Plains

Inn at Pine Plains
3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (307 reviews)
"Great stay"
United Kingdom
Katherine
The price is AED 950
AED 1,075 total
includes taxes & fees
28 Jun - 29 Jun
Inn at Pine Plains
Deluxe Room, 1 King Bed, Ensuite (2nd Floor) | Premium bedding, individually decorated, individually furnished, desk

Changing Times Boutique Country Lodging

Changing Times Boutique Country Lodging
3.5 star property
Craryville
10.0 out of 10, Exceptional, (118 reviews)
"The place is so authentic and beautiful, the owner is so kind and friendly, and we had really good experience "
United States
Tamir
The price is AED 716
AED 802 total
includes taxes & fees
28 Jun - 29 Jun
Changing Times Boutique Country Lodging
Aerial view

Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (109 reviews)
"Very nice hotel."
United States
Erdem
The price is AED 731
AED 819 total
includes taxes & fees
7 Jul - 8 Jul
Inn at Silver Maple Farm
Individually decorated, individually furnished, desk, laptop workspace

Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (102 reviews)
"Beautiful home with warm and friendly hosts. The rooms were tastefully designed, the bed was very comfortable and the large bathroom was luxurious. The breakfast was absolutely delicious. We will definitely stay again next time we are in Great Barrington. "
United States
Nicole
The price is AED 1,010
AED 1,128 total
includes taxes & fees
29 Jun - 30 Jun
Granville House
Exterior

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,002 reviews)
"Great place, nice amenities and convenient location, highly recommended."
United States
Arthur
The price is AED 716
AED 824 total
includes taxes & fees
29 Jun - 30 Jun
The Cornell Inn, Lenox & The Berkshires
Property grounds

Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast
3.5 star property
Lenox
8.0 out of 10, Very Good, (501 reviews)
"This family owned Inn is absolutely charming and the owners are so nice! I will definitely stay here again when I visit the Berkshires."
United States
Stacey
The price is AED 691
AED 772 total
includes taxes & fees
9 Jul - 10 Jul
Whistler's Inn Bed & Breakfast
Front of property

Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (380 reviews)
"Yes the room was spotless and always the staff is ready to answer any questions that we might have. We have been enjoying the Chambery Inn for many years always had a great stay and again looking for our next visit. Vincent Farricielli and Roibert Modena. "
United States
robert
The price is AED 992
AED 1,108 total
includes taxes & fees
30 Jun - 1 Jul
Chambery Inn
Exterior

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (425 reviews)
"Below average B&B"
United States
Larry
The price is AED 386
AED 444 total
includes taxes & fees
28 Jun - 29 Jun
Locust Tree Bed and Breakfast LLC
Front of property

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99 reviews)
"Great spot close to town. Cozy, tasteful, comfortable room. Nice breakfasts and pleasant interaction with the staff. We love the Berkshires and we’ll definitely stay here again."
United States
Stephen
The price is AED 1,602
AED 1,879 total
includes taxes & fees
21 Jul - 22 Jul
The Inn at Stockbridge
Front of property - evening/night

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (138 reviews)
"Room was great, staff was awesome, amenities were cool"
United States
Francis
The price is AED 1,539
AED 1,719 total
includes taxes & fees
30 Jun - 1 Jul
Devonfield Inn B&B
Suite, Private Bathroom (RedBird Suite) | View from room

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (111 reviews)
"Great breakfast, friendly helpful staff, pretty yard, good location "
United States
Deborah
The price is AED 1,213
AED 1,467 total
includes taxes & fees
13 Jul - 14 Jul
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Luxury Room, 1 King Bed, Bathtub | Premium bedding, individually decorated, iron/ironing board, free WiFi

33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (74 reviews)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
The price is AED 2,623
AED 2,930 total
includes taxes & fees
23 Jul - 24 Jul
33 Main
1 bedroom, WiFi, bed sheets, wheelchair access

Experience Timeless Elegance in The Edith Wharton Room!

Experience Timeless Elegance in The Edith Wharton Room!
Lenox
The price is AED 1,203
AED 1,572 total
includes taxes & fees
29 Jun - 30 Jun
Experience Timeless Elegance in The Edith Wharton Room!
Lobby

Inn at Kenmore Hall

Inn at Kenmore Hall
3.0 star property
Richmond
10.0 out of 10, Exceptional, (28 reviews)
"Gorgeous grounds, welcoming home atmosphere. wonderful breakfast and staff that made it feel like home - only better! "
United States
Margaret
The price is AED 1,561
AED 1,712 total
includes taxes & fees
29 Jun - 30 Jun
Inn at Kenmore Hall
Front of property

Manor House Inn

Manor House Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (139 reviews)
"Excellent bed and breakfast, room was clean and comfortable."
United States
Kevin
The price is AED 1,056
AED 1,172 total
includes taxes & fees
1 Jul - 2 Jul
Manor House Inn
Interior

Cozy Carriage House room with a double bed and private balcony

Cozy Carriage House room with a double bed and private balcony
Lenox
The price is AED 1,320
AED 1,727 total
includes taxes & fees
29 Jun - 30 Jun
Cozy Carriage House room with a double bed and private balcony
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.
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Top Great Barrington Hotel Reviews

Quality Inn Great Barrington

Quality Inn Great Barrington

8/10 Good
"Well-located just off main street and a block from restaurants and shops. Rooms were spacious and clean. Reception staff were helpful. Breakfast a good way to start the day with decent choices. Reasonably priced, given the area."
David 2-night trip
Posted 2 hours ago
Quality Inn Great Barrington

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. If hitting the slopes is top of the list for your trip to Great Barrington, Ski Butternut or Catamount Ski Area are worth a visit.
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 are the best bed and breakfasts in Great Barrington?
Here are some well-liked B&Bs in the area: The Berkshire Mountain Inn: 7 rooms. 0.6 mi (1 km) from the heart of Great Barrington. Enjoy the unique décor and library. The Cornell Inn, Lenox & The Berkshires: 12.4 mi (20 km) from the downtown core. Enjoy the free full breakfast and unique décor. Locust Tree Bed and Breakfast LLC: 7 rooms. Situated 12.6 mi (20.3 km) from the heart of Great Barrington. Blackberry River Inn: 14 rooms. 14.5 mi (23.3 km) from the heart of downtown. Enjoy the free cooked breakfast and outdoor pool. Shaker Mill Inn: 9 rooms. Located 9.6 mi (15.5 km) from the core of Great Barrington.
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 you're looking for some activities to entertain you on your trip, consider visiting Ski Butternut and Les Trois Emme Winery. You might put Housatonic River Walk and Housatonic River 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.