Massachusetts Mountain Holidays
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Packages with flights are ATOL protected
Top Mountain Massachusetts Hotels
Jiminy Peak Mountain Resort
37 Corey Rd, Hancock, MA
The price is £132 per night from 1 Sept to 2 Sept
£132
1 Sept - 2 Sept
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 their reviews. Popular ...
8.2/10 Very Good! (964 reviews)
Beautiful Berkshire relaxation!
"From the pleasant staff to the comfy cozy, clean atmosphere of the room, this resort is a definite “go to” experience while vacationing in the Berkshires. The resort attractions are a family fun filled adventures that are great to experience. Our favorite was the ski lift to the top of the mountain ..."
Reviewed on 19 Aug 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! (534 reviews)
"Perfect"
Reviewed on 18 Aug 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.