Compare Cheap 5 Star Hotels

Located in Lakeville, Interlaken Inn & Resort is on a lake, within a 10-minute drive of Lime Rock Park and Harlem Valley Rail Trail.

Located in Lakeville, this cottage is on a lake, a 4-minute drive from Holley-Williams House Museum and 6 minutes from North East Town Hall.

With a stay at Quality Inn Great Barrington in Great Barrington, you'll be near ski lifts, just a 4-minute walk from Mahaiwe Performing Arts Center and 8 minutes by foot from Housatonic River.

Located in Great Barrington, The Little Lion is in a regional park, within a 10-minute drive of Ski Butternut and Berkshire Botanical Garden.

Located in Torrington, Days Inn by Wyndham Torrington is within a 15-minute walk of Hotchkiss-Fyler House Museum and Warner Theater.

Located in Great Barrington, Prospect Berkshires is in the mountains, within a 10-minute drive of W.E.B. Du Bois Boyhood Homesite and Catamount Aerial Adventure Park.

With a stay at the Alander in Copake, you'll be within a 5-minute drive of Taconic State Park and Callan Family Care.

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.

Located in Litchfield, The Litchfield Inn is in the suburbs, within a 5-minute drive of White Memorial Conservation Center and Bantam Lake.

With a stay at Little Cat Lodge in Copake Falls, you'll be near ski lifts, just a 1-minute walk from Catamount Ski Area and 12 minutes by foot from Catamount Aerial Adventure Park.

With a stay at Monument Mountain Motel in Great Barrington, you'll be within a 15-minute drive of National Shrine of the Divine Mercy and Norman Rockwell Museum.

When you stay at Holiday Inn Express Hotel & Suites Great Barrington by IHG in Great Barrington, you'll be on a river, within a 15-minute drive of National Shrine of the Divine Mercy and Norman Rockwell Museum.