1. The Flag Day holiday was first celebrated in Maryland in 1889, when the state became the first to officially recognize the importance of the American flag. Flag Day is now observed across the United States on June 14 each year.

2. On June 14, 1952, the National Football League (NFL) held its first ever draft of college players at the Belvedere Hotel in Baltimore, Maryland. The draft has since become an annual event and one of the most highly anticipated events on the NFL calendar.

3. The USS Constellation, a historic frigate built in the late 1700s, was launched on June 14, 1797, in Baltimore, Maryland. The ship is now preserved as a museum in Baltimore's Inner Harbor and serves as a popular tourist attraction.

4. June 14, 1863, marked the beginning of the Battle of Second Winchester during the American Civil War. The battle was fought between the Confederacy and the Union Army of the Potomac in Virginia, but many Maryland soldiers fought on both sides.

5. In 1904, the Maryland State Flag was officially adopted on June 14. The flag features the coats of arms of the Calvert and Crossland families, which represent the founders of Maryland, George Calvert and his son Cecil Calvert, Lord Baltimore. The flag's design has remained largely unchanged since its inception.