Photo by Photo courtesy of Berkshire Visitors Bureau

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Top Ski The Berkshires Hotels

Vacation Village in the Berkshires

276 Brodie Mountain Rd Williamstown MA

35 min drive from Tanglewood Music Center

Book a stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...

8.8/10 Excellent! (2,342 reviews)

Clean room staff it's respectful and easy going

Reviewed on Apr 28, 2026

The Yankee Inn

461 Pittsfield Rd Lenox MA

8 min drive from Tanglewood Music Center

Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...

9.2/10 Wonderful! (1,000 reviews)

Rooms where really clean, staff was great very helpful and generous. Breakfast was good, small selection but a good ones. Tub was nice n hit. Plenty clean towels

Reviewed on Apr 27, 2026

Berkshire Valley Inn

2541 Hancock Rd Williamstown MA

42 min drive from Tanglewood Music Center

Stay at this hotel in Williamstown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...

See all 1,124 properties in The Berkshires

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.