Western Massachusetts Ski Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to RM 3,900 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
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 ...
8.8/10 Excellent! (2,411 reviews)
"Great property! Very clean and quiet! We were there as a place to stay during Solid Sound. Checking in & out was a breeze! Thank you so much! ✨✨✨✨✨Five stars!"
Reviewed on 28 Jun 2026
The Yankee Inn
461 Pittsfield Rd Lenox MA
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. ...
9.2/10 Wonderful! (1,009 reviews)
"Warm and welcoming. Comfortable room. Generous breakfast buffet. Having a charging station for our hybrid was a pleasant surprise Proximity to Tanglewood was also a plus."
Reviewed on 30 Jun 2026
Berkshire Valley Inn
2541 Hancock Rd Williamstown MA
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. ...
9.2/10 Wonderful! (571 reviews)
"This place was so cute and cozy. It gives true vintage vibes. Very clean rooms, beds were so comfortable, and breakfast was delicious. We loved our stay here and would definitely come again!"
Reviewed on 21 Jun 2026
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.
