The Headless Horseman

The Headless Horseman is a main villain from Disney's 1949 hit The Adventures of Ichabod and Mr. Toad. He also appears at any Disney Parks for Halloween events including the not so scary Halloween party.

The Legend of Sleepy Hollow
In the segment of the film The Legend of Sleepy Hollow, Brom Bones tells Ichabod Crane the story of the Headless Horseman who lost his head long ago and every Halloween night he rides in Sleepy Hollow looking for a new head and Brom also tells Ichabod that he met the Headless Horseman and that the best way to escape him is to cross the bridge and when you do the Headless Horseman powers will end. That night which is Halloween night Ichabod rides home and hears sound from frogs crows and other creatures saying "Headless Horseman! Headless Horseman! Headless Horseman! Beware! Beware!" And when Ichabod hears something he thinks it's someone following him but it's plants bumping on a log and when Ichabod laughs at it someone else laughs too and Ichabod and his horse turn their heads around to see the Headless Horseman and he gives chase to them. When Ichabod looks down the Headless Horseman's shirt he finds out that he really is Headless and runs for the bridge to which the Headless Horseman can't cross and Ichabod crosses and looks back and let's out a terrible scream as the Headless Horseman throws his pumpkin at him. The next morning Ichabod's hat was found next to a shattered pumpkin but Ichabod disappeared and Katrina Van Tessell marries Brom Bones. Rumors began to spread that Ichabod was still alive and married a wealthy widowed woman in a distant county but noone believed the rumors as everyone assumed that Ichabod had been spirited away by the Headless Horseman.

House of Mouse/Mickey's Magical Christmas: Snowed in at the House of Mouse
The Headless Horseman appears in the House of Mouse as one of the guests. In the movie Mickey's Magical Christmas: Snowed in at the House of Mouse when Mickey asks the guests what they'd like for Christmas the Headless Horseman replies: a new head!

Trivia
Although this is is unknown many fans believe that the Headless Horseman was Brom Bones in disguise and that he killed Ichabod so that he could win Katrina's heart. The Headless Horesman's Horse in the movie looked alot like Brom's horse.