1. In 1780, during the American Revolutionary War, British forces under Colonel Henry Bird attacked the settlement of Ruddle's Station in what is now Bourbon County. Despite being outnumbered and outgunned, the American defenders held out for two days before finally surrendering. Many of the prisoners taken by the British were later killed by their Native American allies.

2. In 1829, the first steamboat arrived in Louisville on the Ohio River. This marked the beginning of a new era of transportation and commerce for the city and the region.

3. In 1862, Confederate General Braxton Bragg's Army of Mississippi invaded Kentucky and established headquarters in Frankfort. However, Union forces under General Don Carlos Buell soon arrived and forced Bragg to retreat back into Tennessee.

4. In 1908, the Dixie Highway was established, connecting Michigan and Florida through Kentucky and several other states. The highway played an important role in the development of the automobile tourism industry and the growth of small towns and businesses along its route.

5. In 1960, Cassius Clay (later known as Muhammad Ali) won his first professional boxing match in Louisville. The future heavyweight champion defeated Tunney Hunsaker in a six-round decision.