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

Name: Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Price range: $106
Rating: 7.8

Top The Berkshires Ski Resorts and Hotels

Shaker Mill Inn

2 Oak Street, West Stockbridge, MA

$146

includes taxes & fees

$133 per night

Nov 26 - Nov 27

Free WiFi in public areas is available at this bed & breakfast. Take advantage of the free self parking.

Hampton Inn & Suites Berkshires-Lenox

445 Pittsfield Rd, Lenox, MA

Free Cancellation

Reserve now, pay when you stay

$132

includes taxes & fees

$118 per night

Dec 1 - Dec 2

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

249 Stockbridge Rd, Great Barrington, MA

Free Cancellation

Reserve now, pay when you stay

$170

includes taxes & fees

$152 per night

Nov 24 - Nov 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

1 Corey Road, Hancock, MA

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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

461 Pittsfield Rd, Lenox, MA

Free Cancellation

Reserve now, pay when you stay

$104

includes taxes & fees

$94 per night

Dec 1 - Dec 2

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

2541 Hancock Rd, Williamstown, MA

Free Cancellation

Reserve now, pay when you stay

$125

includes taxes & fees

$114 per night

Nov 24 - Nov 25

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

247 Stockbridge Rd, Great Barrington, MA

Free Cancellation

Reserve now, pay when you stay

$74

includes taxes & fees

$67 per night

Nov 24 - Nov 25

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

276 Brodie Mountain Rd, Williamstown, MA

Free Cancellation

Reserve now, pay when you stay

$195

includes taxes & fees

$178 per night

Nov 23 - Nov 24

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

37 Corey Rd, Hancock, MA

$163

includes taxes & fees

$149 per night

Nov 23 - Nov 24

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

372 Main Street, Rte 7 and Main Street, Great Barrington, MA

Free Cancellation

Reserve now, pay when you stay

$80

includes taxes & fees

$71 per night

Dec 5 - Dec 6

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

One West Street, Pittsfield, MA

Free Cancellation

$106

includes taxes & fees

$95 per night

Nov 30 - Dec 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

400 Stockbridge Rd, Great Barrington, MA

Free Cancellation

Reserve now, pay when you stay

$77

includes taxes & fees

$69 per night

Dec 1 - Dec 2

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.

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	998 hotels
Lowest Price	$74
Highest Price	$195
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