Ashford is a town in Windham County, Connecticut, United States. The town is part of the Northeastern Connecticut Planning Region. The population was 4,191 at the 2020 census. It was founded in 1714. Eastford was a part of Ashford until 1847, when the former split off to organize its own town. For this reason North Ashford is located in northeast Eastford.

Windham County is one of the eight historical counties in the U.S. state of Connecticut, located in its northeastern corner. As of the 2020 census, the population was 116,418, making it the least populous county in Connecticut. It forms the core of the region known as the Quiet Corner. Windham County is included in the Worcester, MA-CT Metropolitan Statistical Area, which is also included in the Boston-Worcester-Providence, MA-RI-NH-CT Combined Statistical Area. The entire county is within the Quinebaug and Shetucket Rivers Valley National Heritage Corridor, as designated by the National Park Service.