Berkshires towns
Massachusetts's Berkshire County runs from Great Barrington in the south up through Lenox and Stockbridge — the Tanglewood season corridor — into Pittsfield, then across to North Adams and Williamstown at the Vermont border. Every town we cover.
By sub-region
Browse towns by area
Each grouping pulls together the places that share a culture, a transit corridor, or an editorial register.
Southern Berkshires
Central Berkshires
Northern Berkshires
All places
Every town, alphabetical
The full towns index — every place we currently cover, in alphabetical order.
Adams
Northern Berkshires
Mount Greylock’s eastern gateway, the Susan B. Anthony birthplace, and a working-town identity between Pittsfield and North Adams.
Becket
Central Berkshires
Jacob’s Pillow Dance Festival, October Mountain State Forest, and one of the quietest Berkshires towns by year-round population.
Dalton
Central Berkshires
Crane Currency’s headquarters, the Appalachian Trail crossing, and a Pittsfield-adjacent town with the rare combination of paper-mill history and AT-thru-hiker traffic.
Egremont
Southern Berkshires
Catamount’s ski-and-zipline mountain, Old Mill restaurant, and a quiet rural town between Great Barrington and the New York border.
Great Barrington
Southern Berkshires
Main Street’s restaurant row, Mahaiwe arts programming, and the most-walkable downtown in the southern Berkshires.
Lee
Central Berkshires
Mass Pike exit-2 town, Jacob’s Pillow dance festival adjacency, and the most-trafficked Berkshires gateway from the east.
Lenox
Central Berkshires
Tanglewood’s summer home, Edith Wharton’s Mount, and a fine-dining-and-Gilded-Age-mansion walkable downtown.
North Adams
Northern Berkshires
MASS MoCA’s 26-building factory campus, mountain trails, and the most ambitious arts-and-cannabis adjacency in western Massachusetts.
Pittsfield
Central Berkshires
The county’s biggest city, the Colonial Theatre, the Barrington Stage, and the heaviest cannabis-retail concentration in the Berkshires.
Sheffield
Southern Berkshires
The southernmost Berkshires town, antique-corridor Route 7, Bash Bish Falls, and a slow rural rhythm that resists the resort-town pull.
Stockbridge
Southern Berkshires
Norman Rockwell’s town, the Red Lion Inn, and the most photographed Main Street in Massachusetts.
Williamstown
Northern Berkshires
Williams College’s town, the Clark Art Institute, and a summer theater festival that punches above the town’s weight.