1. On October 27, 1775, Kentucky's first court was held. The court was held in Harrodsburg and consisted of a panel of three judges who were appointed by Virginia's governor. This court played a significant role in developing the legal system in Kentucky.

2. On October 27, 1810, the first steamboat built in Kentucky, the "New Orleans," was launched in Louisville. The steamboat played a vital role in Kentucky's economy by facilitating trade and transportation of goods.

3. October 27, 1862, marked the start of the Battle of Perryville, a significant conflict during the Civil War. The battle was fought between Union and Confederate forces in Boyle County, Kentucky, and resulted in a Union victory.

4. On October 27, 1919, the University of Kentucky officially opened its doors. The university was established as the state's flagship institution of higher learning and has since become one of the leading educational institutions in the United States.

5. In 1978, the Kentucky High School Athletic Association approved the introduction of girls' basketball to the state's schools. This decision marked a significant step forward in promoting gender equity in athletics and provided young women with the opportunity to participate in competitive sports.