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Check availability on Great Barrington Luxury Hotels

This weekend
26 Jun - 28 Jun
Next weekend
3 Jul - 5 Jul

Our top choices for Great Barrington luxury hotels

Breakfast, lunch, dinner and brunch served

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)
The price is ₹31,129
₹37,564 total
includes taxes & fees
23 Jun - 24 Jun
The Old Inn On The Green
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)
  • cleanliness
    Escape to a mountain luxury bed & breakfast where refined elegance meets nature's beauty, just steps from the Norman Rockwell Museum.
The price is ₹31,145
₹37,677 total
includes taxes & fees
5 Jul - 6 Jul
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Front of property

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99 reviews)
The price is ₹34,077
₹39,967 total
includes taxes & fees
25 Jun - 26 Jun
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)
The price is ₹40,468
₹45,203 total
includes taxes & fees
15 Jul - 16 Jul
Devonfield Inn B&B
John Harney Suite | Minibar, desk, iron/ironing board, free WiFi

The White Hart

The White Hart
4.0 star property
Salisbury
9.8 out of 10, Exceptional, (151 reviews)
The price is ₹32,389
₹37,247 total
includes taxes & fees
23 Jun - 24 Jun
The White Hart
Exterior

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (370 reviews)
  • cleanliness
    Boutique Berkshire guesthouse features spacious suites, designer interiors, and easy access to cultural sites.
The price is ₹9,558
₹10,676 total
includes taxes & fees
24 Jun - 25 Jun
The Central Downtown Inn & Suites
The Garden Suite | 1 bedroom, Egyptian cotton sheets, premium bedding, pillow-top beds

9 Academy

9 Academy
4.0 star property
Salisbury
9.4 out of 10, Exceptional, (13 reviews)
The price is ₹45,227
₹52,012 total
includes taxes & fees
23 Jun - 24 Jun
9 Academy
Hiking

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, (563 reviews)
The price is ₹21,602
₹24,410 total
includes taxes & fees
28 Jun - 29 Jun
The Wick, Hudson, A Tribute Portfolio Hotel
Exterior detail

Hampton Terrace Inn

Hampton Terrace Inn
4.0 star property
Lenox
9.0 out of 10, Wonderful, (44 reviews)
The price is ₹23,139
₹25,847 total
includes taxes & fees
24 Jun - 25 Jun
Hampton Terrace Inn
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)
The price is ₹54,431
₹60,799 total
includes taxes & fees
23 Jun - 24 Jun
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.
View all properties

Top Great Barrington Hotel Reviews

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

10/10 Excellent
"Great place to stay and it is convenient to local theaters and not too far from Tanglewood."
Jane 3-night trip
Posted 7 hours ago
Holiday Inn Express Hotel & Suites Great Barrington by IHG

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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