Headless Horseman Movies

  • 1999
    Sleepy Hollow

    Sleepy Hollow

    Sleepy Hollow

    7.1841999HD

    Skeptical young detective Ichabod Crane gets transferred to the hamlet of Sleepy Hollow, New York, where he is tasked with investigating the...

    Sleepy Hollow
  • 1949
    The Adventures of Ichabod and Mr. Toad

    The Adventures of Ichabod and Mr. Toad

    The Adventures of Ichabod and Mr. Toad

    6.4631949HD

    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 Adventures of Ichabod and Mr. Toad
  • 1949
    The Legend of Sleepy Hollow

    The Legend of Sleepy Hollow

    The Legend of Sleepy Hollow

    7.51949HD

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

    The Legend of Sleepy Hollow
  • 1987
    Scooby-Doo! Meets the Boo Brothers

    Scooby-Doo! Meets the Boo Brothers

    Scooby-Doo! Meets the Boo Brothers

    7.41987HD

    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...

    Scooby-Doo! Meets the Boo Brothers
  • 2004
    The Hollow

    The Hollow

    The Hollow

    4.92004HD

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

    The Hollow
  • 1965
    The Rider of the Skulls

    The Rider of the Skulls

    The Rider of the Skulls

    5.21965HD

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

    The Rider of the Skulls
  • 1957
    The Headless Rider

    The Headless Rider

    The Headless Rider

    4.91957HD

    A mute phantom hero takes on skull-masked killers, a disembodied living hand and a corpse that won't stay in its grave. This is the first in a...

    The Headless Rider
  • 1985
    The Legend of Sleepy Hollow

    The Legend of Sleepy Hollow

    The Legend of Sleepy Hollow

    31985HD

    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 Legend of Sleepy Hollow
  • 1999
    The Legend of Sleepy Hollow

    The Legend of Sleepy Hollow

    The Legend of Sleepy Hollow

    5.21999HD

    Ichabod Crane, a Yankee wanderer, arrives in Sleepy Hollow and becomes the new schoolmaster. He meets Katrina Van Tassel, and blissfully fantasizes...

    The Legend of Sleepy Hollow
  • 1979
    The New Misadventures of Ichabod Crane

    The New Misadventures of Ichabod Crane

    The New Misadventures of Ichabod Crane

    5.51979HD

    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...

    The New Misadventures of Ichabod Crane
  • 1934
    The Headless Horseman

    The Headless Horseman

    The Headless Horseman

    6.31934HD

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

    The Headless Horseman
  • 1977
    Who's the Ghost in the Sleepy Hollow?

    Who's the Ghost in the Sleepy Hollow?

    Who's the Ghost in the Sleepy Hollow?

    01977HD

    A headless ghost haunts a mountain village.

    Who's the Ghost in the Sleepy Hollow?