1. The Battle of the Brandywine occurred on September 16, 1777, during the American Revolutionary War. It was fought between the Continental Army led by General George Washington and the British Army led by General Sir William Howe. Although the American army lost the battle, it allowed them to retreat and regroup, preventing the British from capturing Philadelphia.

2. The first recorded automobile accident in Delaware occurred on September 16, 1900. A car driven by Francis O. Jervis collided with a wagon in Wilmington, causing minor injuries to both drivers.

3. On September 16, 1927, aviator Charles Lindbergh made a stop in Wilmington during his tour of the United States following his historic transatlantic flight. He was greeted by a large crowd and made a speech at Rodney Square.

4. In 1957, on September 16th, the University of Delaware admitted its first African American undergraduate student, David P. Curtis. He later became a prominent civil rights activist and attorney.

5. Senator Joe Biden was born on September 16, 1942, in Scranton, Pennsylvania, but later moved to Delaware, where he served as a senator for over 30 years before becoming the 47th Vice President of the United States under Barack Obama in 2009.