The documented history of Liberty Hall Historic Site can be traced back to 1786, when General James Wilkinson purchased much of the land that is downtown Frankfort. Wilkinson laid out the town, naming the streets for friends, famous people and places, and himself. Some of Wilkinson's original streets, Wilkinson, Wapping, and Montgomery (now Main), form the boundaries of three of the four sides of Liberty Hall Historic Site. Wilkinson sold the tract that includes Liberty Hall to Frankfort resident Andrew Holmes. In 1796, Holmes sold the four acres to Senator John Brown.