The village of Sleepy Hollow is getting ready to greet the new schoolteacher, Ichabod Crane, who is coming from New York City. Crane has already heard of the village's legendary ghost, a headless horseman who is said to be searching for the head that he lost in battle. The schoolteacher has barely arrived when he starts to pursue beautiful young heiress Katrina Van Tassel, angering Abraham Van Brunt, who is courting her. Crane's harsh, small-minded approach to teaching also turns some of the villagers against him. Soon, many want to see him leave the village altogether.