Washingtonville is a village in Orange County, New York. The population was 5,899 at the 2010 census. The Village is named in honor of George Washington and is within the Town of Blooming Grove. Washingtonville was first settled in 1731. The village maintained a slow but steady growth during the second half of the 18th century. In 1809, John Jaques, a boot and shoemaker, set up his shop in this tiny settlement of nine houses, then known as “Little York.” Jaques would later establish Brotherhood Winery, the oldest continuously operating winery in the United States, in 1839.