Winchester is a ghost town in Wayne County, Mississippi, United States. Once a center of political influence and county seat, the former settlement is today covered by forest. Winchester was one of the first significant communities in eastern Mississippi. It was located about 1 mi east of the Chickasawhay River, and south of "Three-Chopped Way", a pioneer …Winchester is a ghost town in Wayne County, Mississippi, United States. Once a center of political influence and county seat, the former settlement is today covered by forest. Winchester was one of the first significant communities in eastern Mississippi. It was located about 1 mi east of the Chickasawhay River, and south of "Three-Chopped Way", a pioneer road completed in 1807 connecting Georgia and the Carolinas, via St. Stephens, Alabama, with Natchez in eastern Mississippi.