This modern adaptation tells the tale of Ichabod Crane, who moves to the small town of Sleepy Hollow to take up the position of local schoolmaster. Here, Crane falls in love with Katrina Van Tassel, a beautiful and smart woman who is betrothed to the hometown hero and brute. Ichabod becomes fascinated with the tale of the Headless Horseman which is a triggering reminder of his past that threatens to destroy him and his possible future with Katrina.