The Headless Horseman is a fictional character that appears in many venues. Headless Horseman may also refer to: Headless Horseman ("Legend of Sleepy Hollow"), a character in the 1820 short story "The Legend of Sleepy Hollow" by Washington Irving Film The Headless Horseman (1922 film), a horror film starring Will Rogers "The Headless Horseman" (1934 film), a film directed by Ub Iwerks and part of the ComiColor cartoon series The Headless Horseman (1972 film), a 1972 Soviet Western by Vladimir Vajnshtok Headless Horseman (film), a 2007 film that aired on the Sci Fi Channel The Headless Horseman, a character in the 1949 animated film The Adventures of Ichabod and Mr. Toad The Headless Horseman, a character in the 1999 horror film Sleepy Hollow Headless Horseman, a 2022 The Asylum film. Music The Headless Horseman, a 2002 album by Pegazus "The Headless Horseman", a 1949 song from The Adventures of Ichabod and Mr. Toad "The Headless Horseman", a 1986 song by Joe Satriani from Not of This Earth "Headless Horseman", a 2003 song by Pigmy Love Circus from The Power of Beef "Headless Horseman", a 2001 song by the Microphones from The Glow Pt. 2 Other uses The Headless Horseman (novel), an 1865 novel by Mayne Reid Headless Horseman Hayrides, a Halloween attraction in Ulster Park, New York The Horseless Headless Horsemann, a character in Team Fortress 2 See also Horseman (disambiguation)