Ashford was first settled in 1710 and was quickly incorporated as town in October 1714 making it the 44th oldest town in Connecticut. The name is likely named after Ashford in Kent, England.
President George Washington passed through the town on November 7th 1789 after stopping in Pomfret intending to see Israel Putnam. He involuntarily stayed the night in town when the villagers proclaimed it was against the law to travel/hire a carriage on a Sunday. Read his diary entry here.