Find & compare ski resorts in The Berkshires, MA from $74

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Top The Berkshires Ski Resorts and Hotels

Shaker Mill Inn

Shaker Mill Inn

2.5 out of 5
2 Oak Street, West Stockbridge, MA
The price is $115 per night
$115
includes taxes & fees
$105 per night
Feb 25 - Feb 26
Free WiFi in public areas is available at this bed & breakfast. Take advantage of the free self parking.
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
The price is $132 per night
$132
includes taxes & fees
$118 per night
Mar 2 - Mar 3
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 ...
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
The price is $170 per night
$170
includes taxes & fees
$152 per night
Feb 24 - Feb 25
A full-service spa and an indoor pool are featured at this smoke-free hotel. There's fun for all ages with a playground and an arcade/game room, and families ...
Club Wyndham Bentley Brook

Club Wyndham Bentley Brook

3 out of 5
1 Corey Road, Hancock, MA
Get rates
Ski-in/ski-out access and an outdoor pool are featured at this smoke-free hotel. Take advantage of ski storage on site, and enjoy snowboarding. Enjoy the indoor ...
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
The price is $89 per night
$89
includes taxes & fees
$80 per night
Mar 2 - Mar 3
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy ...
Berkshire Valley Inn

Berkshire Valley Inn

2.5 out of 5
2541 Hancock Rd, Williamstown, MA
Free Cancellation
Reserve now, pay when you stay
The price is $152 per night
$152
includes taxes & fees
$139 per night
Feb 25 - Feb 26
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 ...
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
The price is $74 per night
$74
includes taxes & fees
$67 per night
Feb 23 - Feb 24
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area and barbecue grills are also provided.
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
The price is $130 per night
$130
includes taxes & fees
$118 per night
Mar 5 - Mar 6
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 ...
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

3 out of 5
37 Corey Rd, Hancock, MA
The price is $203 per night
$203
includes taxes & fees
$185 per night
Feb 25 - Feb 26
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 ...
Quality Inn

Quality Inn

2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Free Cancellation
Reserve now, pay when you stay
The price is $85 per night
$85
includes taxes & fees
$76 per night
Mar 9 - Mar 10
A gym, free self parking, and free newspapers are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. ...
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

3 out of 5
One West Street, Pittsfield, MA
Free Cancellation
The price is $116 per night
$116
includes taxes & fees
$104 per night
Feb 28 - Mar 1
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 ...
Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires

2 out of 5
400 Stockbridge Rd, Great Barrington, MA
Free Cancellation
Reserve now, pay when you stay
The price is $84 per night
$84
includes taxes & fees
$75 per night
Feb 23 - Feb 24
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and dry cleaning are also on offer.
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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 The Berkshires

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 The Berkshires. With access to various places to ski, from bunny hills for the newbies to black diamonds for the experts, The Berkshires 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 The Berkshires 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 The Berkshires 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 The Berkshires ski hotels and resorts, so you can hit the ski lift without breaking the bank! Book today and Wander Wisely.

The Berkshires hotels essential information

Accommodation
1,038 hotels
Lowest Price
$74
Highest Price
$203
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, Monument Mountain Motel, Shaker Mill Inn, Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires, Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel, Quality Inn, Club Wyndham Bentley Brook, Travelodge by Wyndham Great Barrington Berkshires

Recent The Berkshires hotel reviews by fellow wanderers

The Little Lion

The Little Lion

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Easy check in. No disturbances. Cute rooms. Disappointed there was no availability for my last trip to GB because I would have loved to stay here one last time. "
A verified traveler from Houston stayed at The Little Lion
The Little Lion