Mr. Ichabod Crane, is the new school teacher in the town of Sleepy Hollow, New York. The town is beset by supernatural occurences. A local favorite is the infamous tale of The Headless Horseman.
Ichabod wants to meets Katrina Van Tassel, the flirtatious daughter of the wealthiest man in town. He wants to marry her in order to become her father's heir. However, she has another suitor, Brom Bones, the local bully. Later, Katrina invites Ichabod to a halloween party.
Oh Katrina, what a dream...I meant her ol' man's money not her...
Ichabod Crane, what an idiot!
At the party, Ichabod tries to win the heart of Katrina. Meanwhile, a jealous Brom Bones realizes that Ichabod is a greedy, and supersticious man. He uses this opportunity to tell him the story of The Headless Horsman. Ichabod becomes perturbed.
...so the Headless Horseman is seeking his next victim...
After hearing ghost stories at the party, Ichabod goes home. On the way, he constantly imagines ghosts in whatever he comes across. Finally, he comes across an enormous hulk, The Headless Horseman.
The Headless Horseman chases Ichabod. He makes the effort to get past the bridge where the curse of the ghost would already be broken. Ichabod runs for dear life.
The next morning, the townspeople found Ichabod's hat, a few belongings of his, and the rider's pumpkin head smashed. But no one ever knew what happened to the body of Ichabod Crane.