The area around Middlesex Fells is known to have been explored by John Winthrop, Governor of the Massachusetts Bay Colony, in 1632. The reservation's lands have been used for the production of timber, granite, and ice. Abundant water power meant that many mills, including one that manufactured some of the first vulcanized rubber products, were located here. Remnants of early mill works are visible in the Spot Pond Archeological District, located in the Virginia Woods section, the site of the former mill village of Haywardville.