The Night of the Headless Horseman (1999) (movie): In this classic tale based on "The Legend of Sleepy Hollow," Ichabod Crane, the town's new schoolmaster, is instantly enamored with Katrina Van Tassel, but he must compete for her love with Brom Bones, who will stop at nothing to ... Discover the latest Discussions, Reviews, Quotes, Theories, Explanations and Analysis of The Night of the Headless Horseman (1999) below