October 16th
- 1749 – Abraham Bowman born.
- 1761 – Bland Ballard born.
- 1810 – William Stout Chipley born.
- 1816 – William Preston born.
- 1816 – Gabriel Slaughter entered office as 7th Governor of Kentucky.
- 1824 – John Bryan Bowman born.
- 1826 – Richard Clough Anderson, Jr. died, aged 76.
- 1826 – Samuel McKee died, aged 52.
- 1864 – Ben Mitchell Williamson born.
- 1903 – Buck Washington born.
- 1906 – Cleanth Brooks born.
- 1909 – Rainey Bethea born.
- 1924 – Lattie Moore born.
- 2018 – Dee Huddleston died, aged 92.