Find & compare ski resorts in Pittsfield, MA from $78

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Top Pittsfield Ski Resorts and Hotels

Hotel On North

Hotel On North

3.5 out of 5
297 North Street, Pittsfield, MA
$189 nightly
The price is $211 total per night
$211 total
Jul 27 - Jul 28
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. There's ...
Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield

3 out of 5
1032 South Street, Pittsfield, MA
Free Cancellation
Reserve now, pay when you stay
$196 nightly
The price is $219 total per night
$219 total
Jul 27 - Jul 28
Total includes taxes and fees
This hotel features an indoor pool, a gym, and a restaurant. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. A terrace, ...
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

4 out of 5
20 W Housatonic St., Pittsfield, MA
$119 nightly
The price is $133 total per night
$133 total
Jul 24 - Jul 25
Total includes taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, express check-in, and express check-out are also on ...
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

2.5 out of 5
1350 W Housatonic St, Pittsfield, MA
Free Cancellation
Reserve now, pay when you stay
$127 nightly
The price is $141 total per night
$141 total
Jul 27 - Jul 28
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling for business? Take advantage of the ...
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
$129 nightly
The price is $144 total per night
$144 total
Jul 27 - Jul 28
Total includes 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 ...
Berkshire Inn

Berkshire Inn

2 out of 5
150 W Housatonic St, Pittsfield, MA
Free Cancellation
Reserve now, pay when you stay
$87 nightly
The price is $98 total per night
$98 total
Jul 29 - Jul 30
Total includes taxes and fees
A seasonal outdoor pool is featured at this motel, along with free self parking. WiFi in public areas is free. A picnic area is provided and the front desk is ...
FairBridge Inn Express

FairBridge Inn Express

2.5 out of 5
16 Cheshire Road, Pittsfield, MA
Free Cancellation
Reserve now, pay when you stay
$69 nightly
The price is $78 total per night
$78 total
Aug 3 - Aug 4
Total includes taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. The front ...
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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 Pittsfield

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

Pittsfield hotels essential information

Accommodation
1,367 hotels
Lowest Price
$78
Highest Price
$219
Popular hotels
Holiday Inn & Suites Pittsfield-Berkshires by IHG, Berkshire Inn, Hilton Garden Inn Lenox Pittsfield, Best Western Plus Berkshire Hills Inn & Suites, The Central Downtown Inn & Suites, FairBridge Inn Express, Hotel On North

Recent Pittsfield hotel reviews by fellow wanderers

Berkshire Inn

Berkshire Inn

5 out of 5
Posted 18 hours ago
Travelocity Verified Review
"It was clean and recently refurbished. The pool was a nice relaxing asset after a long day. The continental breakfast was just coffee or tea. "
A verified traveler stayed at Berkshire Inn
Berkshire Inn