Welcome to the Harlem Valley Rail Trail, two sections totaling 26+ paved miles through stunning rural Dutchess and Columbia County landscapes. Since the mid-1980’s, the Harlem Valley Rail Trail Association has dreamed of a 46-mile rail trail in the Harlem Valley and Taconic Hills of eastern New York. The first segment of the trail opened in 1996. The Harlem Valley Rail Trail extends North from the hamlet of Wassaic to Copake Falls and is growing year by year.