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Top Ski Western Massachusetts 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 2025/12/13

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! (1,002 reviews)

The room was fantastic, cozy as can be! Also, as soon as you walk into the lobby it looked wonderful! The Manager, Jennifer was so nice to talk too! She made sure everything with room, etc. was good! She was a delight!

Reviewed on 2025/12/12

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 2025/9/30

See all 1,478 properties in Western Massachusetts

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.