The Berkshire was a New York, New Haven and Hartford Railroad ('New Haven') named train running from New York City's Grand Central Terminal to Pittsfield, Massachusetts. It was the longest-running north-south train in Litchfield Hills of western Connecticut and the Berkshires of Massachusetts. From New York City it followed the New Haven Line to South Norwalk, the Danbury Line to Danbury and the Berkshire Division to Pittsfield. It began in the 1940s and ran until 1968. The train was preceded by the Berkshire Express, of c.1938-c.1943. It terminated at Pittsfield Union Station until 1960, when the New Haven moved it to another station in the city.