Late Autumn in the Berkshires, Massachusetts (iStockphoto)

Pinecones in the fall, Berkshires (iStockphoto)

A lake in the Berkshires, Massachusetts (iStockphoto)

Fall Foliage in the Berkshires, Massachusetts (iStockphoto)

THANKS FOR VOTING

Share this gallery with your friends to see what they think

CLOSE

What to do in Berkshires

Tucked neatly between two mountains ranges (the Taconic and Hoosac), the Berkshires occupies the land on the western end of Massachusetts. For centuries, the beauty of this place has drawn artists out of Boston and New York City to retreat among their thoughts in the iconic hills—Herman Melville wrote Moby Dick here, and Edith Wharton nabbed the honors as the first woman to receive a Pulitzer Prize for fiction while posted up in her Lenox mansion. Though the region is synonymous with leaf peppers and bird watchers—a tranquil lot of travelers—adventure isn’t lost on them. Explore a New England tradition at Tanglewood’s open-air music festivals, shred fresh powder at Catamount Ski Area, or hike a sliver of the Appalachian Trail—best followed by a stop at the region’s famous sugar shacks and a quaint B&B.

Compare Rates to Berkshires