Winchester is a small town in northeast Drew County, Arkansas, United States.

According to the United States Census Bureau, the town has a total area of 0.5 mi2 (1.3 km2), all land.

As of the census[7] of 2000, there were 191 people, 69 households, and 52 families residing in the city.

23.2% of all households were made up of individuals, and 13.0% had someone living alone who was 65 years of age or older.

About 12.8% of families and 17.0% of the population were below the poverty line, including 27.8% of those under the age of eighteen and 28.0% of those 65 or over.