Simpsonville is a home rule-class city[5] in Shelby County, Kentucky, in the United States.

[6] The Midland trail stagecoach would either swap out or rest their horses and travelers could stay at the Old Stone Inn.

[10] For most of its history Simpsonville was an agrarian community which dairy, tobacco, cattle, and hogs being the primary source of income for most residents.

[6] In January 1865 at least 80 members of Company E of the 5th United States Colored Cavalry were transporting 900 head of Federal cattle from Camp Nelson to a stock market in Louisville.

[12] They set up camp in Simpsonville and on the morning of January 25 they were attacked by Confederate guerrillas led by Henry Magruder.

[15] The Union army camped in Louisville was indifferent to the ambush, not responding for three days and leaving the citizens of Simpsonville to care for the wounded.

[15] The citizens of Simpsonville buried the dead in two mass graves that later became an African American cemetery,[14] one of which is now marked with a memorial along U.S. 60.

[17] In the years following the Civil War Simpsonville remained a small village of 200 to 300 residents and was a school and church center.

[19] In the years following the First World War Midland trail would be converted into U.S. 60 providing Simpsonville with a direct link to the U.S. Highway System.

The completion of Interstate 64 in 1965[21] created an easy connection to Louisville which allowed Simpsonville to add acres of new residences, factories, warehouses, and retail.

It was built by Berea College in response to the Day Law which forced segregation of all public and private educational facilities.

It offered both high school and vocational training until 1966 when declining enrollment caused by Brown v. Board of Education forced it to close.