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. The legislation to formalize Woodward's Crossing as the county seat was sponsored by Senator David Brooks, and the town was renamed in his honor.
The population has remained stable since 1970, when it was 609.
Brooksville is located in central Bracken County at 38°40′56″N 84°4′3″W (38.682144, -84.067362). Kentucky Routes 10 and 19 join in Brooksville. Route 10 leads east 20 miles (32 km) to Maysville, and Route 19 leads northeast 9 miles (14 km) to Augusta; both destinations are on the Ohio River. The two highways head jointly out of town to the southwest from Brooksville.