Massachusetts Ski Holidays
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Top Ski Massachusetts Hotels
Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
The price is NZ$198 per night from 2 Nov to 3 Nov
NZ$198
2 Nov - 3 Nov
includes taxes & fees
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
8.6/10 Excellent! (2,057 reviews)
"This place is just beyond incredible! It is our 40th wedding anniversary today and so happy we found this place."
Reviewed on 13 Oct 2025
The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd, Lenox, MA
The price is NZ$262 per night from 2 Nov to 3 Nov
NZ$262
2 Nov - 3 Nov
includes taxes & fees
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
9/10 Wonderful! (1,006 reviews)
"Good breakfast King rooms are the best facing the mountains Recently remodeled"
Reviewed on 12 Oct 2025
Berkshire Valley Inn
2541 Hancock Rd, Williamstown, MA
The price is NZ$323 per night from 6 Nov to 7 Nov
NZ$323
6 Nov - 7 Nov
includes taxes & fees
Stay at this hotel in Williamstown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
9/10 Wonderful! (562 reviews)
"We had a short but pleasant stay."
Reviewed on 30 Sept 2025
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.
