Massachusetts Ski Vacations
Book a Ski Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ￥45,448 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Ski Massachusetts Hotels
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
The price is ￥16,225 per night from Apr 1 to Apr 2
￥16,225
￥19,834 total
Apr 1 - Apr 2
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 ...
The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
The price is ￥14,571 per night from Mar 10 to Mar 11
￥14,571
￥16,276 total
Mar 10 - Mar 11
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! (1,003 reviews)
Breakfast was delicious. Pool and hot tub were very clean. The rooms were nice for the price point.
Reviewed on Mar 2, 2026
Berkshire Valley Inn
2541 Hancock Rd Williamstown MA
The price is ￥19,130 per night from Mar 9 to Mar 10
￥19,130
￥21,368 total
Mar 9 - Mar 10
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. ...
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.
