According to the United States Census Bureau, the city has a total area of 7.7 square miles (19.9km2), of which 7.6 square miles (19.7km2) is land and 0.04 square miles (0.10km2) is water. Winchester is a city in and the county seat of Clark County, Kentucky, United States. The population was 16,724 at the 2000 census. It is part of the Lexington-Fayette, KY Metropolitan Statistical Area. There are 3 main highways in the county. Kentucky Route 1958 (Bypass Road) is an outer loop around the town. Kentucky Route 627 (Boonesborough Road) connects to downtown to Richmond. US Route 60 (Winchester-Lexington Road/Lexington Avenue) runs through downtown Winchester. Mountain Parkway and Interstate 64 pass nearby.