The Legend of Sleepy Hollow by Washington Irving. "The Legend of Sleepy Hollow" is a horror story by American author Washington Irving. The story is set in 1790 in the countryside around the Dutch settlement of Tarry Town (historical Tarrytown, New York), in a secluded glen called Sleepy Hollow. Sleepy Hollow is renowned for its ghosts and the haunting atmosphere that pervades the imaginations of its inhabitants and visitors. Some residents say this town was bewitched during the early days of the Dutch settlement. Other residents say an old Native American chief, the wizard of his tribe, held his powwows here before the country was discovered by Master Hendrick Hudson. The most infamous spectre in the Hollow is the Headless Horseman, said to be the ghost of a Hessian trooper that had his head shot off by a stray cannonball during "some nameless battle" of the American Revolutionary War, and who "rides forth to the scene of battle in nightly quest of his head".