Compare Ski Resorts & Hotels in Massachusetts

With a stay at Vacation Village in the Berkshires in Williamstown, you'll be a 3-minute drive from Jiminy Peak Mountain Resort and 5 minutes from Summit Triple.

Located in Lenox, The Yankee Inn is a 4-minute drive from Bousquet Ski Area and 8 minutes from The Mount.

Located in Williamstown, Berkshire Valley Inn is in the mountains, within a 10-minute drive of Jiminy Peak Mountain Resort and Williamstown Theatre Festival.

Located in Hancock, Jiminy Peak Mountain Resort is in the mountains, within a 15-minute drive of Mount Greylock State Reservation Visitor Center and Waubeeka Golf Links.

Located in Lenox, Hampton Inn & Suites Berkshires-Lenox is in a rural location, within a 5-minute drive of Guido's Marketplace and Kennedy Park.

Located in Westford, Westford Regency Inn & Conference Center is in the suburbs, within a 5-minute drive of Westford Town Common and Kimball Farm.

Located in Leominster, Doubletree by Hilton Hotel Leominster is in the business district, a 4-minute drive from The Mall at Whitney Field and 7 minutes from Fitchburg State University.

With a stay at Monument Mountain Motel in Great Barrington, you'll be a short 4-minute walk from Housatonic River and within 3 minutes by car from Housatonic River Walk.

With a stay at Shaker Mill Inn in West Stockbridge, you'll be within a 15-minute drive of Tanglewood Music Center and Ebenezer II Gifts and Antiques.

Located in Gardner, The Colonial Hotel is a 2-minute drive from Dunn State Park and 6 minutes from Mount Wachusett Community College.

A stay at Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires places you in the heart of Great Barrington, within a 5-minute drive of Housatonic River Walk and Ski Butternut.

With a stay at Holiday Inn & Suites Pittsfield-Berkshires by IHG, you'll be centrally located in Pittsfield, within a 15-minute drive of Tanglewood Music Center and Berkshire Athenaeum.