1. Vermont Admitted to the Union: September 16, 1791, marks the day that Vermont became the 14th state to be admitted to the union. This followed years of debate and controversy over a possible partition of New York and New Hampshire territories, ultimately resulting in Vermont's own statehood.

2. The Vermont State Fair: The very first Vermont State Fair was held on September 16, 1846, in the town of Rutland, Vermont. Since then, this annual event has become one of the state's most popular festivities, featuring agricultural exhibitions, live music, and carnival rides.

3. The Birth of Freeman French: Born on September 16, 1849, Freeman French was a prominent industrialist and politician in Vermont during the late 19th century. He served as Lieutenant Governor from 1904 to 1906 and is remembered for his contributions to the development of the state's manufacturing and agricultural sectors.

4. The First Female State Treasurer: In 1955, Vermont elected its first female State Treasurer, Elizabeth Dowd. Dowd served in this position for twelve years and is remembered for her commitment to fiscal responsibility and government transparency.

5. Bennington Battle Day: September 16 is recognized statewide as Bennington Battle Day, commemorating the Battle of Bennington that occurred on August 16, 1777, during the Revolutionary War. This important battle, fought between the British and the American rebels, played a significant role in securing American independence and is celebrated with parades, reenactments, and other festive events throughout the state.