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 their reviews. Popular ...
8.2/10 Very Good! (947 reviews)
"Everything was convenient and the staff was friendly and helpful, even though we were there in the off season"
Reviewed on 7 Jul 2025
Club Wyndham Bentley Brook
1 Corey Road, Hancock, MA
Stay at this 3-star ski hotel in Hancock. Enjoy free Wi-Fi, free parking and a 24-hour fitness centre. Our guests praise the helpful staff and the property condition ...
9.2/10 Wonderful! (529 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 Wi-Fi 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.