Massachusetts Ski Holidays

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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 NZ$221 per night from 19 Jan to 20 Jan
NZ$221
19 Jan - 20 Jan
includes taxes & fees
Stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness centre and a 24-hour front desk. Our guests praise the helpful staff in their ...
8.6/10 Excellent! (2,205 reviews)
The amount of space and super comfortable bed was such a pleasure!

Reviewed on 13 Jan 2026

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 NZ$180 per night from 25 Jan to 26 Jan
NZ$180
25 Jan - 26 Jan
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! (1,001 reviews)
Everything was great!

Reviewed on 8 Jan 2026

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 NZ$243 per night from 20 Jan to 21 Jan
NZ$243
20 Jan - 21 Jan
includes taxes & fees
Stay at this hotel in Williamstown. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in their reviews. ...
9/10 Wonderful! (564 reviews)
We had a short but pleasant stay.

Reviewed on 30 Sept 2025

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.