Photo by Photo courtesy of Berkshire Visitors Bureau
Find 4 Star Hotels in The Berkshires, MA from ￥16,440
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Our top choices for The Berkshires 4-star hotels
9.6 out of 10, Exceptional, (555)
"staff was great"
Tim
The price is ￥34,289
￥38,301 total
includes taxes & fees
Jan 1 - Jan 2, 2026
8.6 out of 10, Excellent, (348)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
Lynn
The price is ￥14,718
￥16,440 total
includes taxes & fees
Dec 30 - Dec 31
9.6 out of 10, Exceptional, (290)
"A charming inn in the center of the Berkshires."
Danny
The price is ￥26,506
￥31,086 total
includes taxes & fees
Dec 30 - Dec 31
10.0 out of 10, Exceptional, (134)
"The inn has an excellent location and amenities."
Christopher
7.8 out of 10, Good, (467)
"Great location, nice breakfast and clean rooms"
Christopher
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
9.2 out of 10, Wonderful, (110)
"Wonderful! Owner/host Diane was friendly, helpful, knowledgeable. Breakfasts awesome with great choices daily. Place was spotless, cozy and classic. So glad we stayed there. "
Robert
The price is ￥59,797
￥72,337 total
includes taxes & fees
Jan 11 - Jan 12, 2026
General Williams Estate House Lenox/Stockbridge
General Williams Estate House Lenox/StockbridgeStockbridge
9.8 out of 10, Exceptional, (111)
"The house was beautiful, the outdoor space was gorgeous, and the pool was amazing! I highly recommend this charming spot."
Joanna T.
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Learn more about The Berkshires
Tucked in western Massachusetts, this region blends culture and nature with world-class museums and lush hiking trails. Catch a summer concert at Tanglewood, explore Norman Rockwell's art in Stockbridge, or ski the slopes at Jiminy Peak in nearby Hancock.
Photo by Photo courtesy of Berkshire Visitors Bureau
Open Photo by Photo courtesy of Berkshire Visitors Bureau
Top The Berkshires Hotel Reviews
The Williams Inn
10/10 Excellent
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