Hale Goes Behind Enemy Lines
During the Battle of Long Island, which led to British victory and the capture of New York City via a flanking move from Staten Island across Long Island, Hale volunteered on September 8, 1776, to go behind enemy lines and report on British troop movements. He was ferried across on September 12. It was an act of spying that was immediately punishable by death and posed a great risk to Hale.
During his mission, New York City (then the area at the southern tip of Manhattan around Wall Street) fell to British forces on September 15 and Washington was forced to retreat to the island's north in Harlem Heights (what is now Morningside Heights). On September 21, a quarter of the lower portion of Manhattan burned in the Great New York Fire of 1776. The fire was later widely thought to have been started by American saboteurs to keep the city from falling into British hands, though Washington and Congress had already denied this idea. It has also been speculated that the fire was the work of British soldiers acting without orders. In the fire's aftermath, more than 200 American partisans were rounded up by the British.
An account of Nathan Hale's capture was written by Consider Tiffany, a Connecticut shopkeeper and Loyalist, and obtained by the Library of Congress. In Tiffany's account, Major Robert Rogers of the Queen's Rangers saw Hale in a tavern and recognized him despite his disguise. After luring Hale into betraying himself by pretending to be a patriot himself, Rogers and his Rangers apprehended Hale near Flushing Bay, in Queens, New York. Another story was that his Loyalist cousin, Samuel Hale, was the one who revealed his true identity.
British General William Howe had established his headquarters in the Beekman House in a rural part of Manhattan, on a rise between 50th and 51st Streets between First and Second Avenues. Hale reportedly was questioned by Howe, and physical evidence was found on him. Rogers provided information about the case. According to tradition, Hale spent the night in a greenhouse at the mansion. He requested a Bible; his request was denied. Sometime later, he requested a clergyman. Again, the request was denied.
According to the standards of the time, spies were hanged as illegal combatants. On the morning of September 22, 1776, Hale was marched along Post Road to the Park of Artillery, which was next to a public house called the Dove Tavern (at modern day 66th Street and Third Avenue), and hanged. He was 21 years old. Bill Richmond, a 13-year-old former slave and Loyalist who later became famous as an African American boxer in Europe, was reportedly one of the hangmen, "his responsibility being that of fastening the rope to a strong tree branch and securing the knot and noose."
Nathan Hale scholar Mary Beth Baker has argued that some of Hale's posthumous fame arose from a desire by alumni of Yale to claim a Revolutionary War hero, in addition to Yale president Naphtali Daggett, John Trumbull, and others.
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