The Berkshires Ski Holidays

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Photo by Photo courtesy of Berkshire Visitors Bureau
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Vacation Village in the Berkshires
Vacation Village in the Berkshires
3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
  • 35 min drive from Tanglewood Music Center
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! (1,856 reviews)
"This is more like renting a small condo, though I booked it as a "hotel room". Lots of families, plenty for them to do on premises, barbeque pits, activities, multiple pools and water features for the kids. It is a massive development at the foot of a ski resort in rural Western Massachusetts. The ..."

Reviewed on 6 Jul 2025

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
  • 8 min drive from Tanglewood Music Center
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)
"It only gets better every year"

Reviewed on 7 Jul 2025

The Yankee, Trademark Collection by Wyndham
Berkshire Valley Inn
Berkshire Valley Inn
2.5 out of 5
2541 Hancock Rd, Williamstown, MA
  • 42 min drive from Tanglewood Music Center
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! (549 reviews)
"Beautiful property, wonderful staff, great breakfast."

Reviewed on 23 Jun 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.