By Car
Berkshires and Pioneer Valley are easy to visit by car
1 listing
MA
Driving Routes to the Berkshires and Pioneer Valley
From Boston, I-90 goes through central Massachusetts and then dips southward, passing Springfield, Great Barrington, Stockbridge, and Lenox.
A more scenic and historic route, Route 2 travels westward from Boston across the top of the state, ending at Williamstown, near the Vermont border. Part of the route is known as the Mohawk Trail.
From New Hampshire, Vermont and north, travelers should take I-91 south, passing Greenfield, Amherst, Holyoke, Northampton, and Springfield before entering Connecticut. I-91 intersects with I-90, Route 9, and Route 2, allowing westward travel.
From Connecticut, Rhode Island, New York City, south and west, take I-95 to I-91 north (at New Haven). For a more westerly route to the north, take CT Route 8 through Great Barrington and Stockbridge.