Compare Cheap 5 Star Hotels

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.

With a stay at Holiday Inn Express Hotel & Suites Great Barrington by IHG in Great Barrington, you'll be on a river, just steps from Housatonic River and a 3-minute drive from Monument Mountain Reservation.

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.

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 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.

When you stay at Travelodge by Wyndham Great Barrington Berkshires in Great Barrington, you'll be on the riverwalk, within a 5-minute drive of Monument Mountain Reservation and Monument Mountain.

When you stay at East Rock Inn in Great Barrington, you'll be near ski lifts, within a 5-minute drive of Ski Butternut and Housatonic River Walk.

When you stay at Gedney Farm in Great Barrington, you'll be near ski lifts and within a short 5-minute drive from Dry Hill.

Located in Great Barrington, this vacation home is on a river, a short 4-minute walk from Monument Mountain Reservation and within 1 minutes by car from Housatonic River.

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

With a stay at Berkshire Mountain Lodge in Pittsfield, you'll be next to a golf course, within a 10-minute drive of Tanglewood Music Center and Guido's Marketplace.