Ichabod Crane, an itinerant school teacher from Connecticut, falls for Katrina Van Tassel, the pretty daughter of a prosperous local family. Ichabod’s gangling appearance and odd habits was the main reason to compete with Abraham "Brom Bones" Van Brunt.Tension builds between Brom and Ichabod until one dark autumn night when Ichabod, riding along a lonely wooded road, finds himself with a ghostly headless companion. Headless Horseman, who is supposedly the ghost of a Hessian trooper who 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".
The next day Ichabod mysteriously disappears from town, but the villagers discover his horse and the remains of a pumpkin, leaving Katrina to marry Brom Bones.
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