Search Ski Hotels in Massachusetts

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Top Massachusetts Ski Hotels

Vacation Village in the Berkshires
3.0 star property
8.6 out of 10, Excellent, (1741)
"The only property I’ll stay in the Berkshires / Hancock… other places can’t even compare to the Vacation Village."
The price is ₹14,189
₹16,407 total
includes taxes & fees
3 Nov - 4 Nov
Vacation Village in the Berkshires
The Yankee, Trademark Collection by Wyndham
2.5 star property
9.0 out of 10, Wonderful, (1010)
"The front desk staff were amazing. Very helpful and pleasant. The room was cozy, clean and updated and we had a nice view of the mountains. Breakfast was good. My only complaint was the omelet station. The omelet was not made properly. You need to sauté the onions and bell peppers before adding the egg or else it’ll have a raw taste. No biggie though because the scrambled eggs in the main buffet area were very good. Nice pool and jacuzzi area. "
The price is ₹8,934
₹9,979 total
includes taxes & fees
11 Nov - 12 Nov
The Yankee, Trademark Collection by Wyndham
Berkshire Valley Inn
2.5 star property
9.0 out of 10, Wonderful, (526)
"Such a comfortable stay! Excellent bedding felt so luxurious although the accommodation itself is not a luxurious place. Simple but very well decorated, great amenities in the room, friendly staff, tasty breakfast, and nice foliage view! Really enjoyed our stay, definitely back (dogs ok but super clean)!"
The price is ₹9,586
₹10,516 total
includes taxes & fees
10 Nov - 11 Nov
Berkshire Valley Inn
Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very good, (913)
"Very quiet and clean. would definitely go back. "
The price is ₹12,529
₹13,744 total
includes taxes & fees
3 Nov - 4 Nov
Jiminy Peak Mountain Resort
Hampton Inn & Suites Berkshires-Lenox
2.5 star property
9.2 out of 10, Wonderful, (1007)
"Hotel was an excellent, clean home base for exploring the Berkshires. Convenient location and the complimentary breakfast was a plus!"
The price is ₹9,935
₹11,097 total
includes taxes & fees
1 Dec - 2 Dec
Hampton Inn & Suites Berkshires-Lenox
Westford Regency Inn & Conference Center
3.0 star property
8.0 out of 10, Very good, (1010)
"Pub to meet up with family staying for the wedding"
The price is ₹13,370
₹14,934 total
includes taxes & fees
3 Nov - 4 Nov
Westford Regency Inn & Conference Center
Doubletree by Hilton Hotel Leominster
4.0 star property
8.6 out of 10, Excellent, (1011)
"nice"
The price is ₹11,637
₹12,999 total
includes taxes & fees
3 Dec - 4 Dec
Doubletree by Hilton Hotel Leominster
Monument Mountain Motel
2.5 star property
8.8 out of 10, Excellent, (669)
"Room was clean and comfortable. Person at desk was pleasant. View of very busy road and gas station. Was fine because I just needed a place to stay, the bedside table had convenient usb charging ports and outlets."
The price is ₹5,592
₹6,246 total
includes taxes & fees
3 Nov - 4 Nov
Monument Mountain Motel
Shaker Mill Inn
2.5 star property
9.6 out of 10, Exceptional, (399)
"This place is so comfortable and roomy. Perfect place for a quiet getaway. "
The price is ₹12,071
₹13,241 total
includes taxes & fees
3 Nov - 4 Nov
Shaker Mill Inn
The Colonial Hotel
3.0 star property
8.6 out of 10, Excellent, (950)
"Beautiful hotel! Big room, very clean. Restaurant in the hotel. Would stay again."
The price is ₹11,768
₹13,145 total
includes taxes & fees
3 Nov - 4 Nov
The Colonial Hotel
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.
Don't see what you're looking for?
See all available properties in Massachusetts
Save an average of 15% on thousands of hotels when you're signed in