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 Eastf…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.