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The town now known as Middlefield was once part of outlying areas of five neighboring towns — Chester, Becket, Washington, Peru, Worthington — plus a large tract of land called Prescott‘s Grant. Twelve families, many from Hebron, CT, found their way to this high and rugged plateau by 1774. They included the households of Samuel and Elnathan Taylor, David Mack, Josiah Leonard, William Mann and Daniel Meeker. Just ten years later, when the town incorporated in 1783, there were 68 resident families.