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

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Check availability on Great Barrington Luxury Hotels

Tonight
21 Sept - 22 Sept
Tomorrow
22 Sept - 23 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Great Barrington luxury hotels

Breakfast, lunch, dinner and brunch served
Thayer House, Room 201, 1 King bed, Jetted tub | Living area | 32-inch TV with cable channels
Front of property
Interior

1. The Old Inn On The Green

The Old Inn On The Green
Great Barrington
₹31,639
₹38,179 total
includes taxes & fees
22 Sept - 23 Sept
The Old Inn On The Green
Front of property – evening/night
Front of property – evening/night
Room #4 - Roosevelt Suite, 1 King Bed, Fireplace, not pet friendly | Premium bedding, iron/ironing board, free WiFi, bed sheets
Room #10 Queen's Cottage | Living room | Flat-screen TV

2. Devonfield Inn B&B

Devonfield Inn B&B
Lee
₹42,090
₹47,014 total
includes taxes & fees
22 Sept - 23 Sept
Devonfield Inn B&B
Suite, Private Bathroom (RedBird Suite) | View from room
Seasonal outdoor pool, open 9:00 AM to 6:00 PM, pool loungers
Lobby sitting area
Free daily continental breakfast

3. 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
Stockbridge
  • Escape to a mountain luxury bed & breakfast where refined elegance meets nature's beauty, just steps from the Norman Rockwell Museum.
₹49,517
₹59,902 total
includes taxes & fees
12 Oct - 13 Oct
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Front of property
Exterior
Exterior
The Fox Den in the Mainhouse | 1 bedroom, premium bedding, laptop workspace, iron/ironing board

4. The Inn at Stockbridge

The Inn at Stockbridge
Stockbridge
₹40,822
₹47,879 total
includes taxes & fees
22 Sept - 23 Sept
The Inn at Stockbridge
John Harney Suite | Minibar, desk, iron/ironing board, free WiFi
Restaurant
Exterior
Outdoor dining

5. The White Hart

The White Hart
Salisbury
₹33,422
₹38,436 total
includes taxes & fees
28 Sept - 29 Sept
The White Hart
The Garden Suite | 1 bedroom, Egyptian cotton sheets, premium bedding, pillow-top beds
The Loft Suite | Terrace/patio
The Loft Suite | 1 bedroom, Egyptian cotton sheets, premium bedding, pillow-top beds
The Garden Suite | Private kitchen | Coffee/tea maker, stovetop, dishwasher, electric kettle

6. 9 Academy

9 Academy
Salisbury
₹54,649
₹62,847 total
includes taxes & fees
27 Sept - 28 Sept
9 Academy
Exterior detail
Fireplace
Dining
Lobby sitting area

7. Hampton Terrace Inn

Hampton Terrace Inn
Lenox
₹20,987
₹23,443 total
includes taxes & fees
23 Sept - 24 Sept
Hampton Terrace Inn
Hiking
Lobby
Lobby
View from property

8. The Wick, Hudson, A Tribute Portfolio Hotel

The Wick, Hudson, A Tribute Portfolio Hotel
Hudson
₹20,038
₹22,643 total
includes taxes & fees
27 Sept - 28 Sept
The Wick, Hudson, A Tribute Portfolio Hotel
Exterior
Deluxe Double Suite- NO PETS ALLOWED | Iron/ironing board, cots/infant beds, rollaway beds, free WiFi
50-inch flat-screen TV with cable channels, TV, streaming services
50-inch flat-screen TV with cable channels, TV, streaming services

9. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
Pittsfield
  • Boutique Berkshire guesthouse features spacious suites, designer interiors, and easy access to cultural sites.
₹9,399
₹10,498 total
includes taxes & fees
8 Oct - 9 Oct
The Central Downtown Inn & Suites
View all properties

Top Great Barrington Hotel Reviews

Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"Very nice stay. Nice town to stay in."
Wendy L 1-night trip
Posted 5 hours ago
Quality Inn Great Barrington
Monument Mountain Motel

Monument Mountain Motel

10/10 Excellent
"Small, modest accommodations but very clean and well kept. We stayed for 5 nights and loved our time there. The motel is within walking distance to the beautiful Great Barrington Main St., many restaurants and hiking trails."
MELINDA 5-night trip
Posted 9 hours ago
Monument Mountain Motel

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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