Ashford is a town in Windham County, Connecticut, United States. The population was 4,098 at the 2000 census. It was founded in 1714. Eastford was a part of Ashford until 1848 or 1847, when the former split off to organize its own town. For this reason North Ashford is located in northeast Eastford. Ashford is home to the largest Boy Scout camp in Connecticut, June Norcross Webster Scout Reservation and Paul Newman's Hole in the Wall Gang Camp. Boston Hollow, a deep ravine, is also in Ashford.