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The Berkshires Hotel Guide - Luxury Hotels in The Berkshires, Massachusetts

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Check availability on The Berkshires Luxury Hotels

Tonight
6 Sept - 7 Sept
Tomorrow
7 Sept - 8 Sept
Next weekend
11 Sept - 13 Sept
In two weeks
18 Sept - 20 Sept

Our top choices for The Berkshires luxury hotels

1. The Williams Inn

The Williams Inn
Williamstown
€187
includes taxes & fees
13 Sept - 14 Sept
The Williams Inn

2. Devonfield Inn B&B

Devonfield Inn B&B
Lee
€384
includes taxes & fees
8 Sept - 9 Sept
Devonfield Inn B&B

3. The Inn at Stockbridge

The Inn at Stockbridge
Stockbridge
€381
includes taxes & fees
13 Sept - 14 Sept
The Inn at Stockbridge

4. The Old Inn On The Green

The Old Inn On The Green
Great Barrington
€343
includes taxes & fees
7 Sept - 8 Sept
The Old Inn On The Green

5. 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.
€344
includes taxes & fees
28 Sept - 29 Sept
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

6. 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.
€95
includes taxes & fees
7 Sept - 8 Sept
The Central Downtown Inn & Suites

7. Hampton Terrace Inn

Hampton Terrace Inn
Lenox
€235
includes taxes & fees
17 Sept - 18 Sept
Hampton Terrace Inn

8. Troutbeck

Troutbeck
Amenia
€535
includes taxes & fees
27 Sept - 28 Sept
Troutbeck

9. Simsbury 1820 House

Simsbury 1820 House
Simsbury Center
€252
includes taxes & fees
8 Sept - 9 Sept
Simsbury 1820 House

10. The White Hart

The White Hart
Salisbury
€341
includes taxes & fees
15 Sept - 16 Sept
The White Hart
View all properties

Top The Berkshires Hotel Reviews

Hotel On North

Hotel On North

10/10 Excellent
"Beautiful boutique hotel. Our room was very large with a sitting area + TV. Bed room area equally as large, also with a TV. The bathroom was gorgeous with thoughtful touches. On the marble counter was a makeup mirror with a stool so one could sit. Parking lot was in rear of hotel, secure and easy access to the lobby. Staff couldn't have been more accessible and pleasant. Highly recommend this hotel"
Penelope 1-night trip
Posted 6 hours ago
Hotel On North
Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Enjoyed our stay and would highly recommend!"
Roger 2-night trip
Posted 6 hours ago
Vacation Village in the Berkshires
Willows Motel Williamstown

Willows Motel Williamstown

10/10 Excellent
"Great little motel that was the perfect stay for a quick overnight trip"
Kate 1-night trip
Posted 7 hours ago
Willows Motel Williamstown
FairBridge Inn Express

FairBridge Inn Express

8/10 Good
"The exterior is scary. The lobby is a fright. Rooms however were clean and updated. I appreciate that. But the lot is a disgrace."
Janet 1-night trip
Posted 3 days ago
FairBridge Inn Express
Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"Staff at the front desk were welcoming, friendly, and helpful throughout my stay. The room was very clean. The bed was comfortable. The shower had good water pressure and plenty of hot water. The room was equipped with a refrigerator, microwave, and coffeemaker, as well as a TV, and the WiFi worked fine. The breakfast area in the office building had several tables, and included a "make-your-own-waffles" station (love that!), buffet-style scrambled eggs and sausage, as well pre-packaged muffins. Yogurt and other items were available in a refrigerator. Parking was in a a space right outside the room entrance on the first floor, which was ground level. The location is on Main Street (Route 7) in Great Barrington, but set back from the road so there's less traffic noise. There are restaurants and shops in easy walking distance of this motel, and it is an easy drive of 15 mins. or so to the nearby towns of Lenox, Lee (location of Mass. Turnpike exit/entrance), West Stockbridge, and Stockbridge that have their own shops, restaurants, sites, and venues of interest. I highly recommend this motel."
Janet L. 2-night trip
Posted 4 days ago
Quality Inn Great Barrington

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