Winchester is a town in Litchfield County, Connecticut, United States.

[2] The town is in northeastern Litchfield County and is bordered to the south by the city of Torrington.

Winsted, with a population of 7,321 by far the largest community in Winchester, is in the eastern part of the town.

At the 2000 census there were 10,664 people, 4,371 households, and 2,849 families living in the town.

The town is served by buses of the Northwestern Connecticut Transit District.

7 maintains Northwestern Regional High School, which is partly in Winsted.

[8] Students who live in Winchester can attend Northwestern Regional High School through their Agricultural Education Program.

Experiencing a large decrease in enrollment, the school dropped from serving around 200 students, to just 90.