1. The Battle of Sacramento: On December 28, 1861, a Civil War battle took place in Sacramento, Kentucky. Confederate forces attacked Union troops stationed in the town, resulting in a Union victory. This battle was significant as it helped secure Union control over western Kentucky, which was a major center of slaveholding.

2. Prohibition Repeal: On December 5, 1933, Kentucky was one of the first states to ratify the 21st amendment to the U.S. Constitution, which repealed the nationwide prohibition of alcohol. Kentucky was a key player in the illegal production and distribution of alcohol during Prohibition, and the repeal was a significant moment in the state's history.

3. Muhammad Ali's Birthday: On December 25, 1942, boxing legend Muhammad Ali was born in Louisville, Kentucky. Ali was one of the most famous athletes of the 20th century and helped put Louisville on the map as a sports destination.

4. William Henry Harrison's Raid: On December 26, 1812, future U.S. President William Henry Harrison led a raid on the British-held town of Fort Malden in Ontario, Canada, during the War of 1812. The raid was successful but controversial, as it involved the burning of several buildings and the killing of British soldiers.

5. Kentucky Adopts the Constitution: On December 18, 1792, Kentucky became the 15th state to adopt the U.S. Constitution, which had been ratified by the required number of states earlier that year. Kentucky's adoption of the Constitution was a significant moment in the state's history and helped pave the way for its entry into the Union in 1792.