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

13 min walk from Jiminy Peak Mountain Resort

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 ...

8.6/10 Excellent! (2,169 reviews)

Your staff is very courteous and yes my room was spotless.

Reviewed on Dec 13, 2025

The Yankee, Trademark Collection by Wyndham

461 Pittsfield Rd Lenox MA

25 min drive from Jiminy Peak Mountain Resort

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! (1,000 reviews)

Wonderful breakfast, amazing relaxing hot tub, Beautiful clean room, staff friendly very helpful. Will stay again !!

Reviewed on Dec 17, 2025

Berkshire Valley Inn

2541 Hancock Rd Williamstown MA

8 min drive from Jiminy Peak Mountain Resort

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! (564 reviews)

We had a short but pleasant stay.

Reviewed on Sep 30, 2025

See all 1,084 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.