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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

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

8.6/10 Excellent! (2,170 reviews)

Awesome for ski

Reviewed on 14 Dec 2025

The Yankee, Trademark Collection by Wyndham

461 Pittsfield Rd Lenox MA

25 min drive from Jiminy Peak Mountain Resort

Stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the pool in their reviews. ...

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 12 Dec 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 Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in their reviews. ...

9/10 Wonderful! (564 reviews)

We had a short but pleasant stay.

Reviewed on 30 Sept 2025

See all 1,481 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.