Search Ski Hotels, Chalets and Apartments in pittsfield

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Chalets in

Recommended Chalets in , include the luxury 5-star Monroe Street Suites and the Pittsfield Paradise.

Monroe Street Suites - Hotel - Pittsfield

Monroe Street Suites - See Offers

Hotel in Pittsfield

Holiday Inn & Suites Pittsfield-Berkshires, an IHG hotel - Hotel - Pittsfield

Holiday Inn & Suites Pittsfield-Berkshires, an IHG hotel - See Offers

Hotel in Pittsfield

7.3Good
Avge. of 277 reviews

Rms from ＄124

William Watson Hotel - Pittsfield

William Watson Hotel - See Offers

Hotel in Pittsfield

9.1Superb
Avge. of 94 reviews

Rms from ＄108

Berkshire Mountain Lodge - Accommodation - Pittsfield

Berkshire Mountain Lodge - See Offers

Accommodation in Pittsfield

8.4Very Good
Avge. of 499 reviews

Rms from ＄146

Hilton Garden Inn Lenox Pittsfield - Hotel

Hilton Garden Inn Lenox Pittsfield - See Offers

Hotel in Pittsfield

8.5Very Good
Avge. of 191 reviews

Green Acres Hotel - Pittsfield

Green Acres Hotel - See Offers

Hotel in Pittsfield

9.1Superb
Avge. of 21 reviews

Rms from ＄121

Best Western Plus Berkshire Hills Inn&Suites - Hotel - Pittsfield

Best Western Plus Berkshire Hills Inn&Suites - See Offers

Hotel in Pittsfield

7.9Good
Avge. of 248 reviews

Rms from ＄130

Fairbridge Inn Express Pittsfield - Hotel

Fairbridge Inn Express Pittsfield - See Offers

Hotel in Pittsfield

Rms from ＄68

Berkshire Inn - Accommodation - Pittsfield

Berkshire Inn - See Offers

Accommodation in Pittsfield

7.3Good
Avge. of 399 reviews

Rms from ＄78

Rodeway Inn - Hotel - Pittsfield

Rodeway Inn - See Offers

Hotel in Pittsfield

Rms from ＄64

Pittsfield Paradise - Pittsfield

Pittsfield Paradise - See Offers

Accommodation in Pittsfield

10.0Exceptional
Avge. of 1 reviews

Sweet Life - Vermont Chalet - 6 person Indoor Hot Tub - 15 min to Killington - Pittsfield

Sweet Life - Vermont Chalet - 6 person Indoor Hot Tub - 15 min to Killington - See Offers

Accommodation in Pittsfield

10.0Exceptional
Avge. of 1 reviews

Rms from ＄642

The Central Downtown Inn Suites - Hotel - Pittsfield

The Central Downtown Inn Suites - See Offers

Hotel in Pittsfield

9.1Superb
Avge. of 69 reviews

Rms from ＄257

Clear River Inn and Tavern - Accommodation - Pittsfield

Clear River Inn and Tavern - See Offers

Accommodation in Pittsfield

8.8Fabulous
Avge. of 210 reviews

Rms from ＄138

Heart of the Berkshires Motel - Accommodation - Pittsfield

Heart of the Berkshires Motel - See Offers

Accommodation in Pittsfield