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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Featured B&B in Great Barrington

Our top choices for Great Barrington bed & breakfast

Blackberry River Inn
Library

Blackberry River Inn

3.0 star property
9.4 out of 10, Exceptional, (126)
"We had a vey clean room with a comfortable bed The breakfast was awesome as was the entire staff. Enjoyed our stay"
The price is S$243
includes taxes & fees
2 Sept - 3 Sept
Blackberry River Inn
Manor House Inn
Interior detail

Manor House Inn

3.0 star property
9.2 out of 10, Wonderful, (136)
"Excellent bed and breakfast, room was clean and comfortable."
The price is S$405
includes taxes & fees
27 Aug - 28 Aug
Manor House Inn
Locust Tree Bed and Breakfast LLC
Terrace/patio

Locust Tree Bed and Breakfast LLC

3.0 star property
9.0 out of 10, Wonderful, (400)
"A positively delightful B&B in a beautiful town. "
The price is S$155
includes taxes & fees
22 Aug - 23 Aug
Locust Tree Bed and Breakfast LLC
Chambery Inn
Front of property

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (368)
"We returned to the Chambery Inn to celebrate my wife's birthday and the Memorial Day weekend. We were very happy with our choice. We stayed in a beautiful room (203), which included a spacious sitting area and a well-appointed bath. The breakfast were nicely prepared and presented. The Inn provided timely information prior and during our stay. We will be back in the future. "
Chambery Inn
The Cornell Inn, Lenox & The Berkshires
Front of property

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1000)
"Lovely place. Excellent staff, Wonderful breakfast."
The price is S$233
includes taxes & fees
1 Sept - 2 Sept
The Cornell Inn, Lenox & The Berkshires
Wilder House Berkshires
1 bedroom, premium bedding, individually decorated

Wilder House Berkshires

2.0 star property
9.6 out of 10, Exceptional, (29)
"Brads and Lara both served a fabulous breakfast. So friendly and welcoming! The bed was very comfortable. Only complaint was that the cabinet, closet door needs to be greased with WD 40 please on the hinges! A terrible & loud screeching noise!"
The price is S$243
includes taxes & fees
9 Sept - 10 Sept
Wilder House Berkshires
Devonfield Inn B&B
Front of property – evening/night

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (128)
"Very enjoyable comfortable stay"
Devonfield Inn B&B
Brook Farm Inn
1 bedroom, premium bedding, iron/ironing board, rollaway beds

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (158)
"Inn was gorgeous and staff exceptional!"
Brook Farm Inn
Whistler's Inn Bed & Breakfast
Property grounds

Whistler's Inn Bed & Breakfast

3.5 star property
7.8 out of 10, Good, (481)
"Nice quaint out of the ordinary vacation experience. "
The price is S$249
includes taxes & fees
21 Aug - 22 Aug
Whistler's Inn Bed & Breakfast
Granville House
Individually decorated, individually furnished, desk, laptop workspace

Granville House

3.0 star property
10.0 out of 10, Exceptional, (82)
"Phenomenal hospitality, eclectic decor, luxurious sleep - we have been raving about our stay and will definitely be back!"
The price is S$357
includes taxes & fees
25 Aug - 26 Aug
Granville House
Tanglewood Suites
1 bedroom, premium bedding, iron/ironing board, free WiFi

Tanglewood Suites

2.5 star property
7.2 out of 10, Good, (19)
"The owner did not honor our confirmed Expedia reservation, so we had to find a hotel at the last minute. She made up various excuses and was very rude."
The price is S$346
includes taxes & fees
21 Aug - 22 Aug
Tanglewood Suites
Shaker Mill Inn
Garden

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (421)
"Very casual and easy check in and out; lovely and substantial breakfast"
The price is S$249
includes taxes & fees
27 Aug - 28 Aug
Shaker Mill Inn
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Business centre

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

4.5 star property
9.2 out of 10, Wonderful, (105)
"Great breakfast, friendly helpful staff, pretty yard, good location "
The price is S$481
includes taxes & fees
2 Sept - 3 Sept
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
33 Main
Premium bedding, individually decorated, iron/ironing board, free WiFi

33 Main

4.0 star property
10.0 out of 10, Exceptional, (70)
"33 Main is the best of everything. We have stayed at the location twice and loved each experience. The breakfast is delicious, accommodations are beautifully curated, and it’s perfectly located in Lenox. Highly recommend and we will be back! "
The price is S$853
includes taxes & fees
25 Aug - 26 Aug
33 Main
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

Berkshires Untold

Berkshires Untold

10/10 Excellent
"We loved everything! Josh was great at check in and with recommendations. Nick was truly fabulous bartending and giving us helpful suggestions and tips. Aurora was extremely helpful as well. 5 stat hotel in a great location with an awesome bar and restaurant. Hamburgers were off the chart. Thank you!!! We most definitely will be back!"
Joshua 4-night trip
Posted 1 day ago
Berkshires Untold

Frequently asked questions

Searching for B&Bs in Great Barrington?
Whether you're on a family holiday and want a small, cosy place to stay, or you're a solo traveller hoping to meet fellow tourists, B&Bs can be a great choice for many types of holidaymakers. While you're here, you can get to know Great Barrington by exploring its natural beauty—consider stopping at Lake Mansfield Park and Jug End State Reservatio.
How do you know if a B&B is a good option for your stay?
With attentive service, an atmosphere suited to mingling with other guests and hearty breakfasts, B&Bs provide a truly one-of-a-kind setting.
What are the best bed and breakfasts in Great Barrington?
Here are some well-liked B&Bs in the area: The Cornell Inn, Lenox & The Berkshires: 12.4 mi (20 km) from the heart of Great Barrington. Enjoy the free full breakfast and unique decor. Blackberry River Inn: 14 rooms. 14.5 mi (23.3 km) from the city centre. Enjoy the free cooked breakfast and outdoor pool. Locust Tree Bed and Breakfast LLC: 7 rooms. Situated 12.6 mi (20.3 km) from the heart of Great Barrington. Chambery Inn: 9 rooms. Located 9.6 mi (15.5 km) from the core of Great Barrington. Enjoy the private garden and snack bar/deli.
When is the best time to book my B&B in Great Barrington?
When you're dreaming of a escape to Great Barrington, make sure that you take the year-round temperatures into account. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Great Barrington are January, March, February and November, with each month seeing an average of 18 cm of snowfall.
What is there to do in Great Barrington?
If you're looking for some things to do on you trip, travellers 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 visit. You should 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?
Mapping out your trip in and around Great Barrington is easy with these transportation options. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 16.2 mi (26.1 km) away from the heart of the city. You can also search for flights into Hudson, NY (HCC-Columbia County), which is 19.2 mi (30.9 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.