Massachusetts ski resorts

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Massachusetts Ski Hotels

Shaker Mill Inn

Shaker Mill Inn

2.5 out of 5
2 Oak Street, West Stockbridge, MA
Stay at this B&B in West Stockbridge. Enjoy free breakfast, free parking, and daily housekeeping. Popular attractions Tanglewood Music Center and Ebenezer II ...
9.6/10 Exceptional! (371 reviews)
Shaker Mill Inn
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

2.5 out of 5
445 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is NZ$224 per night from 1 Dec to 2 Dec
NZ$224
includes taxes & fees
1 Dec - 2 Dec
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 helpful staff ...
9.2/10 Wonderful! (1,001 reviews)
Hampton Inn & Suites Berkshires-Lenox
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is NZ$178 per night from 1 Dec to 2 Dec
NZ$178
includes taxes & fees
1 Dec - 2 Dec
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! (1,000 reviews)
The Yankee, Trademark Collection by Wyndham
Save an average of 15% on thousands of hotels when you're signed in
Berkshire Valley Inn

Berkshire Valley Inn

2.5 out of 5
2541 Hancock Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is NZ$211 per night from 24 Nov to 25 Nov
NZ$211
includes taxes & fees
24 Nov - 25 Nov
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. ...
9/10 Wonderful! (527 reviews)
Berkshire Valley Inn
Monument Mountain Motel

Monument Mountain Motel

2.5 out of 5
247 Stockbridge Rd, Great Barrington, MA
Fully refundableReserve now, pay when you stay
The price is NZ$126 per night from 24 Nov to 25 Nov
NZ$126
includes taxes & fees
24 Nov - 25 Nov
Stay at this motel in Great Barrington. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
8.8/10 Excellent! (678 reviews)
Monument Mountain Motel
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is NZ$330 per night from 23 Nov to 24 Nov
NZ$330
includes taxes & fees
23 Nov - 24 Nov
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a health club, and in-room massages. Our guests praise the helpful staff in our ...
8.6/10 Excellent! (1,744 reviews)
Vacation Village in the Berkshires
Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster

4 out of 5
99 Erdman Way, Leominster, MA
Fully refundableReserve now, pay when you stay
The price is NZ$249 per night from 26 Nov to 27 Nov
NZ$249
includes taxes & fees
26 Nov - 27 Nov
Stay at this 4-star business-friendly hotel in Leominster. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,000 reviews)
Doubletree by Hilton Hotel Leominster
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

3 out of 5
37 Corey Rd, Hancock, MA
The price is NZ$278 per night from 22 Nov to 23 Nov
NZ$278
includes taxes & fees
22 Nov - 23 Nov
Stay at this 3-star ski condo in Hancock. Enjoy free parking, 2 restaurants, and 2 bars/lounges. Our guests praise the property condition in our reviews. Popular ...
8.2/10 Very Good! (920 reviews)
Jiminy Peak Mountain Resort
Westford Regency Inn & Conference Center

Westford Regency Inn & Conference Center

3 out of 5
219 Littleton Rd, Westford, MA
Fully refundableReserve now, pay when you stay
The price is NZ$321 per night from 30 Nov to 1 Dec
NZ$321
includes taxes & fees
30 Nov - 1 Dec
Stay at this 3-star hotel in Westford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8/10 Very Good! (1,000 reviews)
Westford Regency Inn & Conference Center
Don't see what you're looking for?
See all available properties in Massachusetts
View all properties
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.

Massachusetts Ski Hotels essential information

 

Ski Hotels in Massachusetts

182

Highest price
NZ$330
Cheapest price
NZ$126
Total number of hotels in Massachusetts
16,158
Popular hotels
Vacation Village in the Berkshires, The Yankee, Trademark Collection by Wyndham, Berkshire Valley Inn, Jiminy Peak Mountain Resort, Hampton Inn & Suites Berkshires-Lenox, Westford Regency Inn & Conference Center, Doubletree by Hilton Hotel Leominster, Monument Mountain Motel, Shaker Mill Inn

 

Most recent Massachusetts hotel reviews