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Featured B&B in Great Barrington

Locust Tree Bed and Breakfast LLC

3.0 star property
9.0 out of 10, Wonderful, (390)
"A positively delightful B&B in a beautiful town. "
The price is S$154
includes taxes & fees
6 Jul - 7 Jul
Locust Tree Bed and Breakfast LLC

Blackberry River Inn

3.0 star property
9.4 out of 10, Exceptional, (112)
"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$244
includes taxes & fees
14 Jul - 15 Jul
Blackberry River Inn

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1001)
"Breakfast each day was phenomenal, staff were all so friendly, hotel & room were beautifully decorated. We had a wonderful time & would stay here again!"
The price is S$279
includes taxes & fees
14 Jul - 15 Jul
The Cornell Inn, Lenox & The Berkshires

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. "
The price is S$343
includes taxes & fees
6 Jul - 7 Jul
Tanglewood Suites

Lakehouse Inn

4.0 star property
9.6 out of 10, Exceptional, (267)
"Really peaceful and serene property due to the lake. The house was clean and the staff were friendly. "
Lakehouse Inn

Inn at Pine Plains

3.5 star property
9.8 out of 10, Exceptional, (287)
"Beautiful place. Accomadating staff. A lovely place to stay"
Inn at Pine Plains

Wilder House Berkshires

2.0 star property
9.6 out of 10, Exceptional, (25)
"Always perfect! "
The price is S$278
includes taxes & fees
10 Jul - 11 Jul
Wilder House Berkshires

Inn at Silver Maple Farm

3.0 star property
9.8 out of 10, Exceptional, (86)
"The Inn was welcoming and comfortable with homemade cookies waiting for us at check in! The decor was especially inviting, we loved it! The staff that took our breakfast order, was equally warm, inviting, and accommodating. "
The price is S$329
includes taxes & fees
6 Jul - 7 Jul
Inn at Silver Maple Farm

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (414)
"Very cute and clean room. After driving all day we were so happy to see all muffins, scones, yogurt, cereal, oatmeal, strawberries, milk, OJ, hot chocolate and coffee already in the room for breakfast the next day. We had a great stay, thank you!"
The price is S$251
includes taxes & fees
6 Jul - 7 Jul
Shaker Mill Inn

Whistler's Inn Bed & Breakfast

3.5 star property
7.8 out of 10, Good, (475)
"All was just as advertised and the family/staff was friendly and helpful. "
The price is S$232
includes taxes & fees
7 Jul - 8 Jul
Whistler's Inn Bed & Breakfast

Changing Times Boutique Country Lodging

3.5 star property
10.0 out of 10, Exceptional, (99)
"The b and b is charming and comfortable. Loretta was extremely welcoming and accommodating."
The price is S$241
includes taxes & fees
6 Jul - 7 Jul
Changing Times Boutique Country Lodging

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (367)
"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

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (152)
"This is a charming and very pleasant place to stay."
Brook Farm Inn

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (127)
"Very enjoyable comfortable stay"
Devonfield Inn B&B

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$707
includes taxes & fees
14 Jul - 15 Jul
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

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$633
includes taxes & fees
28 Jul - 29 Jul
33 Main

The Inn at Stockbridge

4.0 star property
9.8 out of 10, Exceptional, (98)
"Well-run and elegant property. "
The Inn at Stockbridge

Inn at Kenmore Hall

3.0 star property
10.0 out of 10, Exceptional, (27)
"This is a beautiful property straight out of a magazine. Service was impeccable"
Inn at Kenmore Hall

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$354
includes taxes & fees
7 Jul - 8 Jul
Granville House

Manor House Inn

3.0 star property
9.2 out of 10, Wonderful, (135)
"Excellent bed and breakfast, room was clean and comfortable."
The price is S$419
includes taxes & fees
7 Jul - 8 Jul
Manor House Inn
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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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. Locust Tree Bed and Breakfast LLC: 7 rooms. 12.6 mi (20.3 km) from the city centre. Blackberry River Inn: 14 rooms. Situated 14.5 mi (23.3 km) from the heart of Great Barrington. Enjoy the free cooked breakfast and outdoor pool. Tanglewood Suites: 2 rooms. 6.7 mi (10.8 km) from the city centre. 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.