Winstonville is a town in Bolivar County, Mississippi, United States. Per the 2020 census, the population was 153.

Bolivar County is a county located on the western border of the U.S. state of Mississippi. As of the 2020 census, the population was 30,985. Its county seats are Rosedale and Cleveland. The county is named in honor of Simón Bolívar, early 19th-century leader of the liberation of several South American territories from Spain.