Williamsburg is a home rule-class city in and the county seat of Whitley County, on the southeastern border of Kentucky, United States. The …Williamsburg is a home rule-class city in and the county seat of Whitley County, on the southeastern border of Kentucky, United States. The population was 5,326 at the 2020 census. Developed along the Cumberland River, the city was founded in 1818 and named after William Whitley.