The story takes place in Tarrytown, New York, located in the valley called Sleepy Hollow. The protagonist of the story is Ichabod Crane who works as a teacher in this town. He is a poor teacher and gets only ten dollars per a day from his work. He sleeps in his student’s house at nights to save money. After some time he falls in love with a beautiful girl, Katrina van Tassel in the town. She happens to be the daughter of a farmer in that town. But there is an other guy in the town who loves her. He is a strong and well built Brom Bones who always boasts about the number of people he fought with. One day, Ichabod Crane is invited to van Tassel’s house for a party. He goes there on a horse his friend, Hans Van Ripper has offered him. The horse’s name is Gunpowder and he reaches van Tassel’s place by riding the horse. When Crane reaches arrives at the party, everyone sits down for the dinner. After the dinner the music starts playing and everyone starts dancing. Crane gets the chance to dance with Katrina Van Tassel and Brom Bones looks at them while they are dancing.
After the dance, everyone sits down to recite tales they know. The tales, being the ones about ghosts and other powers, are all exciting and intriguing. Everyone enjoys the story of a headless horseman who haunts a graveyard. When the party finishes, Crane starts to his home on the horse and he had to travel through a graveyard. Surprisingly, he sees the headless horseman in the graveyard and the horseman chases Crane. He chases him till the bridge, where it is said that his head was cut.
In the next morning, Hans Van Ripper is surprised to see the horse alone without his friend Crane. After searching they could only find the horse’s saddle at the place. Near the saddle, they could find only Crane’s hand and besides it a smashed pumpkin.
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