Western Massachusetts Ski Vacations 2026

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Top Ski Western Massachusetts Hotels

Vacation Village in the Berkshires

276 Brodie Mountain Rd Williamstown MA

1 hour drive from Six Flags New England

Book a stay at this family-friendly aparthotel in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful ...

The Yankee Inn

461 Pittsfield Rd Lenox MA

1 hour drive from Six Flags New England

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)

"It was very convenient for an overnight with pool and close to downtown. Affordable. I stayed in the annex so no noise from other guests!"

Reviewed on Aug 14, 2026

Berkshire Valley Inn

2541 Hancock Rd Williamstown MA

1 hour drive from Six Flags New England

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. ...

9.2/10 Wonderful! (577 reviews)

"We LOVED our stay! Pamela has done a beautiful job paying attention to the details. We will definitely be back. Highly recommend!"

Reviewed on Aug 10, 2026

See all 1,514 properties in Western Massachusetts

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.