Drakesboro is a home rule-class city in Muhlenberg County, Kentucky, United States.

[2] Incorporated in 1888, the city was named for early pioneer William Drake.

[5] The city is situated along Kentucky Route 176 (Mose Rager Boulevard) east of Greenville, the county seat.

Its municipal boundaries extend eastward to KY 176's intersection with U.S. Route 431.

Constructed in 1992, the Four Legends Fountain honors four pioneers of the "thumb picking" style of guitar playing often associated with bluegrass music: Kennedy Jones, Ike Everly, Mose Rager, and Merle Travis.