Massachusetts Ski Holidays
Book a Ski Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to ₹43,962 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, 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 ₹8,096 per night from 12 Nov to 13 Nov
₹8,096
₹10,012 total
12 Nov - 13 Nov
includes taxes & fees
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness centre and a 24-hour front desk. Our guests praise the helpful staff ...
8.6/10 Excellent! (2,106 reviews)
Good location; reasonable price; very clean and quiet - would definitely return
Reviewed on 27 Oct 2025
The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd, Lenox, MA
The price is ₹9,451 per night from 2 Nov to 3 Nov
₹9,451
₹10,557 total
2 Nov - 3 Nov
includes taxes & fees
Stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the pool in their reviews. ...
9/10 Wonderful! (1,020 reviews)
Great place. Friendly staff and very well located. Great breakfast options.
Reviewed on 25 Oct 2025
Jiminy Peak Mountain Resort
37 Corey Rd, Hancock, MA
The price is ₹13,148 per night from 1 Nov to 2 Nov
₹13,148
₹14,687 total
1 Nov - 2 Nov
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! (984 reviews)
This is our second time staying here. We love the property, the suites work for us as there is a bedroom which is separate from the living space. There are plenty of things to do on the property and in the surrounding area. Mt. Greylock, antiquing, great breakfast spots! The Country Store on the ...
Reviewed on 5 Oct 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.
