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

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! (2,013 reviews)

"Always very relaxing. Kids love the pool and we enjoy the hot tub and views"

Reviewed on 2025/9/21

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! (1,012 reviews)

"It's just a nice place and the staff is very nice"

Reviewed on 2025/9/24

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! (561 reviews)

Nice re-do of an older motel

"Nice re-do of an older motel. Clean, comfortable room. Very friendly staff. Simple breakfast also included. Only suggestion would be to upgrade the size of the bath towels."

Reviewed on 2025/8/31

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.