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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! (2,196 reviews)

The rooms are clean, the pool is nice and the location is perfect for Jiminy Peak!

Reviewed on Jan 2, 2026

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! (1,006 reviews)

Room was cozy and clean. Loved the fireplace & view. Great price too. Cameron at the front desk was pleasant and working hard the several times we saw him. Pool was warm & hot tub was nice! Overall, great stay! Will definitely stay again!

Reviewed on Jan 2, 2026

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 1,483 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.