Franklin is a home rule-class city in and the county seat of Simpson County, Kentucky, United States. The county is located on the south central border of the state, and its population was 8,408 at the 2010 census. Kentucky Downs, formerly known as Dueling Grounds Racetrack (owned by Corey Johnsen & Ray Reid), is located in Franklin on the Kentucky–Tennessee border. Kentucky Downs hosts the Kentucky Cup Turf Festival, a full card of world-class horse racing featuring four major turf stakes. Kentucky Downs also hosts year-round simulcasts for the Kentucky-Tennessee market.

Cave City is a home rule-class city in Barren County, Kentucky, in the United States. The population was 2,240 at the 2010 census. It is part of the Glasgow Micropolitan Statistical Area.

Glasgow is a home rule-class city in Barren County, Kentucky, United States. It is the seat of its county. Glasgow is the principal city of the Glasgow micropolitan area, which comprises Barren and Metcalfe counties. The population was 14,028 at the 2010 U.S. census.The city is well known for its annual Scottish Highland Games. In 2007, Barren County was named the number one rural place to live by The Progressive Farmer magazine.

Grayson County is a county located in the U.S. state of Kentucky. As of the 2010 census, the population was 25,746. Its county seat is Leitchfield. The county was formed in 1810 and named for William Grayson (1740-1790), a Revolutionary War colonel and a prominent Virginia political figure. Grayson County was formerly a prohibition or dry county, but Leitchfield allowed limited alcohol sales in restaurants in 2010 and voted "wet" in 2016.