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Getting to the Berkshires

The Berkshires is ideally located for seasonal visitors and residents. Whether you are looking for a second home for seasonal or weekend getaway, quickly find your way to the beautiful towns that make up Berkshires County. For additional information about The Berkshires, contact us today or visit our Berkshire Life or Berkshire Towns pages.

Boston to The Berkshires

Boston is a quick two hour drive to the Berkshires. The trip is made easy by a straight shot on I-90W. This will take you across the state of Massachusetts, which provides great sight-seeing and pit-stops along the way. 

Amtrak trains bring you to the Berkshires in just under 4 hours. There are multiple Boston station that will bring you to Pittsfield, including Back Bay and South Station. You can also hop on a bus from South Station which will take you to Pittsfield.

For the bike enthusiasts, take part in a bike tour from the Berkshires to the state's capital, Boston. The Berkshire to Boston Bicycle Tour takes 165 cyclists from the hills of the Berkshires on a 4 day, 240 mile scenic route.

New York City to The Berkshires

Zip up I-95N to CT-8 N for an easy 3-hour drive. Alternative modes of transportation include bus and train. There are a few train and bus routes that travel from New York City to Pittsfield. Both Amtrak and Peter Pan buses provide round trip. For the quickest trip, train rides 

Hartford to The Berkshires

Connecticut's capitol is just over the state boarder. It is only an hour away from the Berkshires by car, but Amtrak can also bring you to Pittsfield, too. Amtrak provides a shuttle to Pittfield that take under an hour, or transfer in Springfield, MA for an extra 30 minutes of travel time.

Busses are an affordable way to get to the Berkshires from Hartford, though the travel time is the longest at about 2 and a half hours. 

Traveling From Afar

If you are traveling further, Bradley International Airport is located in Winsor, CT which is about an hour drive from Berkshire County.