Western Massachusetts Mountain Holidays
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Top Mountain Western Massachusetts Hotels
Jiminy Peak Mountain Resort
37 Corey Rd, Hancock, MA
Stay at this 3-star ski condo in Hancock. Enjoy free parking, 2 restaurants, and 2 bars/lounges. Our guests praise the property condition in our reviews. Popular ...
8.2/10 Very Good! (945 reviews)
"Did not use any amenities to speak of. But it was the perfect place to spend the night. No issues. Lovely bedrooms and living area. If we had more time I would have read my book on the peaceful deck. Well stocked with toiletries and extra blankets/pillows."
Reviewed on 6 Jul. 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! (528 reviews)
Berkshire Yoga Festival 2025 wonderful stay
"It was great, interesting first experience with a Murphy bed - could use some updates, otherwise a great stay"
Reviewed on 4 Jul. 2025
Cavalier Cottage B&B
236 East Oxbow Road, Shelburne Falls, MA
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
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.