The Headless Rider

The Legend of Sleepy Hollow

1999

Ichabod Crane, a Yankee wanderer, arrives in Sleepy Hollow and becomes the new schoolmaster. He meets Katrina Van Tassel, and blissfully fantasizes about how can marry her, ultimately, inherit her father's rich estate. Her suitor Brom Bones, the blacksmith, wants to scare him away and dresses up as the legendary Headless Horseman. During the prank, the real ghost appears and drives Ichabod off

Sleepy Hollow

1999

Skeptical young detective Ichabod Crane gets transferred to the hamlet of Sleepy Hollow, New York, where he is tasked with investigating the decapitations of three people – murders the townsfolk attribute to a legendary specter, The Headless Horseman.

The Adventures of Ichabod and Mr. Toad

1949

The Wind in the Willows: Concise version of Kenneth Grahame's story of the same name. J. Thaddeus Toad, owner of Toad Hall, is prone to fads, such as the newfangled motor car. This desire for the very latest lands him in much trouble with the wrong crowd, and it is up to his friends, Mole, Rat and Badger to save him from himself. - The Legend of Sleepy Hollow: Retelling of Washington Irving's story set in a tiny New England town. Ichabod Crane, the new schoolmaster, falls for the town beauty, Katrina Van Tassel, and the town Bully Brom Bones decides that he is a little too successful and needs "convincing" that Katrina is not for him.

Scooby-Doo! Meets the Boo Brothers

1987

After the death of Shaggy's Uncle Beaureguard, he, Scooby and Scrappy arrive at the late uncle's Southern plantation to collect the inheritance. But as soon as they arrive, they find it is haunted by the ghost of a Confederate soldier. With this spook on their tails while they solve riddles in search of the inheritance, they seek help from the Boo Brothers, a trio of ghost-exterminators to help catch this nasty ghoul.

The Legend of Sleepy Hollow

1985

Ichabod Crane becomes the headmaster at a schoolhouse. He falls for Katrina Van Tassel but she has a lover: Brom Bones. Brom scares him off acting as the Headless Horseman only to meet the real one himself.

Who's the Ghost in the Sleepy Hollow?

1977

A headless ghost haunts a mountain village.

The Legend of Sleepy Hollow

1949

Washington Irving's tale of Ichabod Crane and the headless horseman is brought to life, narrated by Bing Crosby.

The Hollow

2004

The presence of Ichabod Crane's descendant in Sleepy Hollow conjures the Headless Horseman to return and resume his spooky slaughtering.

The Headless Horseman

1934

Early color animated short of an adaptation of "The Legend of Sleepy Hollow"

The Rider of the Skulls

1965

Episodic film in which a masked hero combats a trio of classic monsters.

Headless

A rudderless hitchhiker and a driven woman avenging her family’s death must stop a motorcycle-riding semi-immortal ghoul that feeds off the carnage it causes on desert highways by decapitating it and getting its head far enough away, long enough, from its relentlessly pursuant still-living body.

The New Misadventures of Ichabod Crane

1979

Sleepy Hollow, a town plagued by the Headless Horseman, hires the most educated person they can find to fight him - Ichabod Crane. He, talking horse and dog, and Rip van Winkle go on the quest. But the Horseman has a secret.