Sheffield is a picturesque New England town located in the Housatonic River Valley of Berkshire County in Western Massachusetts. Comprised of two villages, Sheffield and Ashley Falls, the town’s development pattern has been greatly influenced by its physical features: the Housatonic River and its wide floodplain; the Schenob Brook wetland complex and the steep slopes of the Berkshire Hills on the east and the Taconic Range on the west.
The oldest town in Berkshire County, the township was purchased from Chief Konkapot and other Stockbridge Indians in 1724. The first English settler to cross the “hideous howling wilderness” was Matthew …