Top Mountain Massachusetts Hotels

Jiminy Peak Mountain Resort

37 Corey Rd, Hancock, MA

NZ$272

27 Oct - 28 Oct

includes taxes & fees

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! (982 reviews)

This is our second time staying here. We love the property, the suites work for us as there is a bedroom which is separate from the living space. There are plenty of things to do on the property and in the surrounding area. Mt. Greylock, antiquing, great breakfast spots! The Country Store on the ...

Reviewed on 5 Oct 2025

Club Wyndham Bentley Brook

1 Corey Road, Hancock, MA

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! (549 reviews)

quiet and clean

Reviewed on 16 Oct 2025

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Cavalier Cottage B&B

236 East Oxbow Road, Shelburne Falls, MA

35 min drive from Fenway Park

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.