
Luxury Hotels in The Berkshires, Massachusetts
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Check availability on The Berkshires Luxury Hotels
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Sep 6 - Sep 7Tomorrow
Sep 7 - Sep 8Next weekend
Sep 11 - Sep 13In two weeks
Sep 18 - Sep 20Our top choices for The Berkshires luxury hotels
P12,171
P13,595 total
includes taxes & fees
Sep 13 - Sep 14
P24,999
P27,924 total
includes taxes & fees
Sep 8 - Sep 9
P23,620
P27,703 total
includes taxes & fees
Sep 15 - Sep 16
P20,676
P24,950 total
includes taxes & fees
Sep 7 - Sep 8




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 ChesterwoodStockbridge
- Escape to a mountain luxury bed & breakfast where refined elegance meets nature's beauty, just steps from the Norman Rockwell Museum.
P20,687
P25,025 total
includes taxes & fees
Sep 28 - Sep 29




6. The Central Downtown Inn & Suites
The Central Downtown Inn & SuitesPittsfield
- Boutique Berkshire guesthouse features spacious suites, designer interiors, and easy access to cultural sites.
P6,203
P6,928 total
includes taxes & fees
Sep 7 - Sep 8
P13,853
P15,474 total
includes taxes & fees
Sep 21 - Sep 22
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Top The Berkshires Hotel Reviews
Vacation Village in the Berkshires
10/10 Excellent
"Enjoyed our stay and would highly recommend!"
Willows Motel Williamstown
10/10 Excellent
"Great little motel that was the perfect stay for a quick overnight trip"
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."
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."































