Winchester is located northwest of the center of Clark County, east of Lexington and west of Mt. Sterling. Kentucky Route 1958 is an outer loop around the town. Kentucky Route 627 leads towards Richmond, to the south and Paris to the north. U.S. Route 60 runs through downtown Winchester. Interstate 64 passes through the northern part of the city, with access from exits 94 and 96. The Mountain Parkway turns off I-64 just northeast of Winchester and leads east to Salyersville. According to the United States Census Bureau, Winchester has a total area of, of which is land and, or 0.67%, is water.
As of the census of 2000, there were 16,724 people, 6,907 households, and 4,620 families residing in the city. The population density was. There were 7,400 housing units at an average density of. The racial makeup of the city was 88.94% White, 8.83% African American, 0.22% Native American, 0.25% Asian, 0.01% Pacific Islander, 0.81% from other races, and 0.94% from two or more races. Hispanic or Latino of any race were 1.60% of the population. There were 6,907 households out of which 31.4% had children under the age of 18 living with them, 47.0% were married couples living together, 16.4% had a female householder with no husband present, and 33.1% were non-families. 28.5% of all households were made up of individuals and 12.6% had someone living alone who was 65 years of age or older. The average household size was 2.39 and the average family size was 2.93. In the city, the population was spread out with 24.9% under the age of 18, 9.9% from 18 to 24, 30.0% from 25 to 44, 21.1% from 45 to 64, and 14.0% who were 65 years of age or older. The median age was 35 years. For every 100 females, there were 88.7 males. For every 100 females age 18 and over, there were 84.4 males. The median income for a household in the city was $31,254, and the median income for a family was $36,797. Males had a median income of $31,295 versus $21,747 for females. The per capita income for the city was $15,611. About 13.1% of families and 15.5% of the population were below the poverty line, including 21.1% of those under age 18 and 14.4% of those age 65 or over.
Economy
Small business
, a Kentucky-specific brand of soft drink, has been bottled in Winchester since 1926.
Winchester has been home to several higher education establishments. Kentucky Wesleyan College was located in the city from 1890 to 1954. When Kentucky Wesleyan left, the local Churches of Christ organized Southeastern Christian College on the former Kentucky Wesleyan campus. After SCC folded in the 1970s, the campus was preserved as a public park. Today, Clark County is home to the Winchester Campus of Bluegrass Community and Technical College.
John E. Fryer, psychiatrist whose speech in 1972 as "Dr. Henry Anonymous" helped to get homosexuality removed as a mental disease from the American Psychiatric Association's Diagnostic and Statistical Manual
