Brooksville is a home rule-class city in Bracken County, Kentucky, in the United States. As of the 2010 census, the city's population was 642. It is the county seat of Bracken County. The area was settled before 1800 by William and Joel Woodward and was originally known as Woodward's Crossroads. County government moved from Augusta to Woodward's Crossing in 1833 due to its more central location, although it did not become the official county seat until February 16, 1839.