Great Barrington Vacations

11 miles (18 kilometers) to the west of The Berkshires, is Great Barrington, the perfect place to discover more about this fabulous region. This popular destination is about 40 miles (64 kilometers) from Bradley International Airport.

Great Barrington is a great place to base yourself while you are in The Berkshires as some of the city’s main attractions are close. Two attractions that should be on every visitor’s list is the fabulous Ski Butternut and the ever-popular Chesterwood. Two other great attractions that are close by Great Barrington are the Catamount Ski Resort and the Norman Rockwell Museum.

Savvy travelers in Great Barrington, looking for something different, will love the cultural attractions nearby. Lovers of the arts will find plenty to applaud at venues such as the Shakespeare and Company in Lenox.

To shop for local fashion or enjoy a light meal, set out to visit the Prime Outlets Lee in Lee.

When you’re ready to put your feet up after enjoying the charms of Great Barrington, check in to one of the area’s convenient short and long stay accommodation options. The Pleasant Valley Motel West Stockbridge, the Days Inn Great Barrington and the Super 8 Lee/Berkshires/Outlet Area are just some of the many great places to stay around here.

Top Hotel Deals

See all Great Barrington hotels
1.0 out of 5 stars
1.5 out of 5 stars
2.0 out of 5 stars
2.5 out of 5 stars
3.0 out of 5 stars
3.5 out of 5 stars
4.0 out of 5 stars
4.5 out of 5 stars
5.0 out of 5 stars
Most popular package deals found by our travelers
Most popular package deals found by [originCity] travelers

Top Flight + Hotel Deals

See all Great Barrington packages

Top Deals on Flights

See all Great Barrington flights

Book a Vacation to Great Barrington