Top Mountain Western Massachusetts Hotels

Jiminy Peak Mountain Resort

37 Corey Rd, Hancock, MA

1 hour drive from Six Flags New England

Stay at this 3-star ski condo in Hancock. Enjoy free parking, 2 restaurants, and 2 hot tubs. Our guests praise the property condition in our reviews. Popular ...

8.2/10 Very Good! (962 reviews)

Good base to do things in the Berkshires

"We didn't spend much time there, but it was nice, comfortable, clean and quiet. It was close to the things we had planned to do."

Reviewed on 11 Aug. 2025

Club Wyndham Bentley Brook

1 Corey Road, Hancock, MA

1 hour drive from Six Flags New England

Stay at this 3-star ski hotel in Hancock. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the property condition ...

9.2/10 Wonderful! (533 reviews)

"Loved all of the jacuzzis as well as the apartment condo style sleeping. So convenient for access to Jiminy Peak for summer fun and I'm sure it great for skiers."

Reviewed on 7 Aug. 2025

Cavalier Cottage B&B

236 East Oxbow Road, Shelburne Falls, MA

2 hours drive from Six Flags New England

Stay at this 3-star business-friendly cottage in Shelburne Falls. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Catamount State Forest ...

Would return!

"Perfect for a quiet, weekend getaway. We went to celebrate our 5 year anniversary and brought our dog, Ollie. Ollie's a very timid and nervous guy, but he felt very comfortable here. We went during the winter, but would be interested in returning in the summer because there seems to be a lot of outdoor ..."

Reviewed on 13 Apr. 2018

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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.