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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

Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...

8.6/10 Excellent! (2,034 reviews)

"Beautiful property surrounded by the Berkshire mountains. Lovely views of the surrounding area. Be aware there is no late check-out allowed, as I was told it is their policy. I liked the kitchenette and option of the pullout couch although I ended up not needing it. I will definitely be returning ..."

Reviewed on Oct 5, 2025

The Yankee, Trademark Collection by Wyndham

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 ...

9/10 Wonderful! (1,001 reviews)

"Very nice!"

Reviewed on Oct 1, 2025

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. ...

9/10 Wonderful! (562 reviews)

"We had a short but pleasant stay."

Reviewed on Sep 30, 2025

See all 1,111 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.