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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

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! (2,227 reviews)

Spacious 2 bed 2 bath!

Reviewed on 3 Feb 2026

The Yankee, Trademark Collection by Wyndham

461 Pittsfield Rd Lenox MA

1 hour drive from Six Flags New England

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! (1,005 reviews)

Room was reasonably comfortable and always nice to be looking out at the mountain. Staff is always pleasant and efficient. Very good value for the money.

Reviewed on 3 Feb 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 Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in their reviews. ...

9/10 Wonderful! (566 reviews)

Cozy, homey feel of our suite. You can tell the owner takes pride of her inn— cute Pinterest inspiration decoration in the room and lobby. The free breakfast and coffee is a great start to the morning. Close to Jiminy Peak, so easy to ski and come back before the kids fall asleep.

Reviewed on 19 Jan 2026

See all 1,503 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.