Massachusetts Ski Holidays
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Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
The price is €111 per night from 7 Sept to 8 Sept
€111
7 Sept - 8 Sept
includes taxes & fees
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! (1,963 reviews)
"If your hiking Mt Greylock this is a fantastic location. We arrived late and left early so we didn't get to use anything on the property but it did look at nice place for families to stay it. We did sit by the outdoor fire pit for a while which was cool."
Reviewed on 21 Aug 2025
The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd, Lenox, MA
The price is €119 per night from 21 Sept to 22 Sept
€119
21 Sept - 22 Sept
includes taxes & fees
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! (1,005 reviews)
"Great option a little further away from Lenox! Clean and great service."
Reviewed on 23 Aug 2025
Jiminy Peak Mountain Resort
37 Corey Rd, Hancock, MA
The price is €152 per night from 1 Sept to 2 Sept
€152
1 Sept - 2 Sept
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 our reviews. Popular ...
8.2/10 Very Good! (966 reviews)
Beautiful Berkshire relaxation!
"From the pleasant staff to the comfy cozy, clean atmosphere of the room, this resort is a definite “go to” experience while vacationing in the Berkshires. The resort attractions are a family fun filled adventures that are great to experience. Our favorite was the ski lift to the top of the mountain ..."
Reviewed on 19 Aug 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.