Bounded by three rivers and a mountain range, the town of Deerpark lies in the southwestern corner of Orange County. Once the frontier of America, the area took its name from what early settlers called their neighbor's fenced tract: McDaniel's Deer Park. The town has seven hamlets-Cahoonzie, Cuddebackville, Godeffroy, Huguenot, Rio, Sparrowbush, and Westbrookville-shaped and identified by their geography.

Deerpark highlights a community that has what is believed to be the oldest one-hundred-mile road in the country, the Old Mine Road. Appearing in this pictorial history are the Delaware and...