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Our top choices for Great Barrington luxury hotels

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (91 reviews)
"this was a fabulous, relaxing stay in the countryside"
United States
Mary
The price is ₹31,379
₹37,865 total
includes taxes & fees
7 May - 8 May
The Old Inn On The Green

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99 reviews)
"We we were in the Out of Africa room, set apart in a complex of 4 suites in a unit apart from the Inn itself. The room was uniquely created to feel like an escape to Africa, and heated by a lovely gas fireplace. The breakfast both mornings, delicious. A perfect getaway!"
United States
Janis
The price is ₹25,042
₹29,371 total
includes taxes & fees
21 May - 22 May
The Inn at Stockbridge

9 Academy

9 Academy
4.0 star property
Salisbury
9.2 out of 10, Wonderful, (12 reviews)
"One large bedroom with large adjacent living/dining area, all beautifully decorated and furnished, overlooking an attractive garden."
United States
Richard
The price is ₹55,611
₹63,953 total
includes taxes & fees
11 May - 12 May
9 Academy

The White Hart

The White Hart
4.0 star property
Salisbury
9.8 out of 10, Exceptional, (150 reviews)
"Restaurant was fabulous. Rooms were quaint and comfortable. Staff was excellent "
United States
Barbara
The price is ₹32,648
₹37,545 total
includes taxes & fees
13 May - 14 May
The White Hart

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (137 reviews)
"Very enjoyable comfortable stay"
United States
Christopher
The price is ₹25,579
₹28,571 total
includes taxes & fees
7 May - 8 May
Devonfield Inn B&B

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)
  • cleanliness
    Escape to a mountain luxury bed & breakfast where refined elegance meets nature's beauty, just steps from the Norman Rockwell Museum.
"The Stockbridge Country Inn is the quintessential New England B&B! The owner, Diane, is the perfect host - very friendly and knowledgeable about the area. We stayed in The Maid's Suite which was extremely comfortable and beautifully decorated. Breakfast was always a delicious treat! The convenient location made access to sightseeing so easy."
United States
Linda
The price is ₹29,489
₹35,674 total
includes taxes & fees
25 May - 26 May
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Hampton Terrace Inn

Hampton Terrace Inn
4.0 star property
Lenox
9.0 out of 10, Wonderful, (44 reviews)
"Hot tub in the cottage was wonderful."
United States
Dee
The price is ₹28,196
₹31,495 total
includes taxes & fees
21 May - 22 May
Hampton Terrace Inn

The Wick, Hudson, A Tribute Portfolio Hotel

The Wick, Hudson, A Tribute Portfolio Hotel
4.0 star property
Hudson
8.8 out of 10, Excellent, (557 reviews)
"I liked the very modern design: luxurious but masculine and streamlined."
United States
Kristina
The price is ₹18,772
₹21,213 total
includes taxes & fees
27 May - 28 May
The Wick, Hudson, A Tribute Portfolio Hotel

33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (74 reviews)
"We appreciate the larger room and renovate bathroom."
United States
Sirimon
The price is ₹62,094
₹69,359 total
includes taxes & fees
13 May - 14 May
33 Main

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (363 reviews)
  • cleanliness
    Boutique Berkshire guesthouse features spacious suites, designer interiors, and easy access to cultural sites.
"We very much enjoyed the comfortable, large king bed and the cushy living room sofa."
United States
Angela
The price is ₹10,101
₹11,282 total
includes taxes & fees
31 May - 1 Jun
The Central Downtown Inn & Suites
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.

Top Great Barrington Hotel Reviews

Frequently asked questions

Are you looking for a luxury hotel for your Great Barrington holiday?
Expedia can help you arrange a flight to Pittsfield, MA (PSF-Pittsfield Municipal) airport or Hudson, NY (HCC-Columbia County) airport, and then you can select from various places to stay that will deliver the luxury you'd like to find. Amenities are an important consideration when you plan a trip, so we make it easy to get what you want to make your stay special. If you want a posh hotel with fine dining, a spa or several swimming pools, Expedia can assist you in finding the best luxury hotel experience that Great Barrington offers. During your visit, you might want to enjoy the live music which Great Barrington is known for.
When can I expect good weather in Great Barrington?
Planning for the weather is an important factor for making your trip to Great Barrington a success, especially when you're splurging. 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's there to see and do in Great Barrington?
Enjoy all that Great Barrington has to offer when you visit Housatonic River Walk, Housatonic River and Mahaiwe Performing Arts Center. If you have extra time while you're in the area, you might want to see Lake Mansfield Park and Ski Butternut.

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