Once upon a time, a school teacher name Ichabob Crane lives in Sleepy Hollow. When Katrina comes to sleepy hollow Ichabod falls in love with Katrina because she is beautiful and has money.
At the dance Ichabob Crane dances with Katrina but when Brom sees them together he gets angry and jealous because he also likes Katrina. The father of Katrina Van Tassel is very rich and greedy but lives in sleepy hollow.
Brom is angry and tells a story about the legend of the headless horseman on Halloween night. Ichabod starts to get worried while everyone starts to laugh about the silly legend.
Ichabod rides home on his horse when he heard loud noises and got scared. He decided it was just the wind and kept riding home when the wind stops he all of the sudden heard a loud Crack! It was the headless horseman.
Ichabod was running with all his speed on his horse trying to get rid of the headless horseman. He saw the gate that once you pass the headless horseman can't get you. Ichabod and his horse went toward the gate they pass the gate while the headless horseman started to laugh.
Ichabod looks back at the headless horseman when the headless horseman throws his pumpkin head. The next morning a shattered pumpkin was on the ground with Ichabod's hat. Ichabod was never to be seen again.