Book a Massachusetts Ski Resort

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Top Massachusetts Ski Resorts and Hotels

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Free Cancellation
Reserve now, pay when you stay
$112 nightly
The price is $125 total per night
$125 total
Oct 30 - Oct 31
Total with taxes and fees
This condo features an outdoor pool and an indoor pool. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the gym and perks like free self parking and free WiFi.
Pool
Parking included
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
$134 nightly
The price is $150 total per night
$150 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
Berkshire Valley Inn

Berkshire Valley Inn

2.5 out of 5
2541 Hancock Rd, Williamstown, MA
$184 nightly
The price is $206 total per night
$206 total
Nov 6 - Nov 7
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls and an off-leash area. There's a seasonal outdoor pool on site, and a fireplace in the lobby and express check-in are also provided.
Pool
Breakfast included
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

3 out of 5
37 Corey Rd, Hancock, MA
$146 nightly
The price is $164 total per night
$164 total
Oct 19 - Oct 20
Total with taxes and fees
Ski-in/ski-out access, 2 restaurants, and 2 outdoor tennis courts are all featured at this smoke-free condo resort. Take advantage of ski lessons, ski rentals and ski storage on site, and enjoy downhill skiing. Enjoy the 2 hot tubs and perks like free self parking and free WiFi.
Pool
Hot Tub
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

2.5 out of 5
445 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
$111 nightly
The price is $124 total per night
$124 total
Nov 13 - Nov 14
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Westford Regency Inn & Conference Center

Westford Regency Inn & Conference Center

3 out of 5
219 Littleton Rd, Westford, MA
Free Cancellation
Reserve now, pay when you stay
$134 nightly
The price is $150 total per night
$150 total
Nov 8 - Nov 9
Total with taxes and fees
This smoke-free hotel features 2 restaurants, a bar/lounge, and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like self-serve breakfast and free self parking.
Breakfast included
Pet friendly
Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster

4 out of 5
99 Erdman Way, Leominster, MA
Free Cancellation
Reserve now, pay when you stay
$143 nightly
The price is $159 total per night
$159 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel features 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Pool
Parking included
Monument Mountain Motel

Monument Mountain Motel

2.5 out of 5
247 Stockbridge Rd, Great Barrington, MA
Free Cancellation
Reserve now, pay when you stay
$67 nightly
The price is $74 total per night
$74 total
Nov 2 - Nov 3
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area and barbecue grills are also provided.
Parking included
Free WiFi
Shaker Mill Inn

Shaker Mill Inn

2.5 out of 5
2 Oak Street, West Stockbridge, MA
$132 nightly
The price is $145 total per night
$145 total
Nov 13 - Nov 14
Total with taxes and fees
This bed & breakfast doesn't skimp on freebies - guests receive free WiFi and free self parking. A library is also provided.
The Colonial Hotel

The Colonial Hotel

3 out of 5
625 Betty Spring Road, Gardner, MA
Free Cancellation
Reserve now, pay when you stay
$152 nightly
The price is $170 total per night
$170 total
Oct 27 - Oct 28
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 out of 5
249 Stockbridge Rd, Great Barrington, MA
Free Cancellation
Reserve now, pay when you stay
$143 nightly
The price is $160 total per night
$160 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street, Pittsfield, MA
Free Cancellation
$103 nightly
The price is $115 total per night
$115 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
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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.

Ski Resorts in Massachusetts

It’s that time of the year—the mountains are calling and you are ready to hit the slopes. There’s no better place than ski hotels in Massachusetts. With access to various places to ski, from bunny hills for the newbies to black diamonds for the experts, Massachusetts ski resorts are your best bet to enjoy some wintry fun.

If you're a beginner skier and want to start with a few trips down the bunny slopes, see if your Massachusetts ski hotel or the nearby facilities offer lessons. If you're a veteran on the slopes, take the chair lift up to the top of the mountain and take in the views as you slalom down the fresh snow. After a full day on the slopes, retreat to your Massachusetts ski resort to warm up. Take a dip in the hot tub on property, drink some cocktails at the lobby bar to warm you up or get cozy in your hotel room and order room service. 

Travelocity is here to help you find the best deals on Massachusetts ski hotels and resorts, so you can hit the ski lift without breaking the bank! Book today and Wander Wisely.

Massachusetts Ski Resorts and Hotels essential information

 

Ski Resorts and Hotels in Massachusetts

182

Highest price
$206
Cheapest price
$74
Total number of hotels in Massachusetts
16,950
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, The Colonial Hotel, Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires, Holiday Inn & Suites Pittsfield-Berkshires by IHG

 

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