Massachusetts Ski Vacations

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Top Ski Massachusetts Hotels

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
  • 8 min walk from Fenway Park
The price is NT$3,303 per night from Mar 18 to Mar 19
NT$3,303
NT$4,038 total
Mar 18 - Mar 19
includes taxes & fees
Book a stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
8.8/10 Excellent! (2,300 reviews)
Great access to the ski hill

Reviewed on 2026/3/12

Vacation Village in the Berkshires
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd Lenox MA
  • 13 min drive from Fenway Park
The price is NT$2,944 per night from Mar 22 to Mar 23
NT$2,944
NT$3,288 total
Mar 22 - Mar 23
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 ...
9.2/10 Wonderful! (1,001 reviews)
Easy check-in; accommodating staff; clean room. Convenient but also quiet location.

Reviewed on 2026/3/12

The Yankee, Trademark Collection by Wyndham
Berkshire Valley Inn

Berkshire Valley Inn

2.5 out of 5
2541 Hancock Rd Williamstown MA
  • 14 min drive from Fenway Park
The price is NT$3,832 per night from Mar 26 to Mar 27
NT$3,832
NT$4,280 total
Mar 26 - Mar 27
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. ...
Berkshire Valley Inn
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.