The Headless Horseman is an archetype of mythical figure that has appeared in folklore around Europe since the Middle Ages.[1] The figures are traditionally depicted as riders on horseback who are missing their heads. These myths have since inspired a number of stories and characters in culture around the world, including "The Legend of Sleepy Hollow".

Depending on the legend, the Horseman is either carrying his head, or is missing his head altogether, and may be searching for it. Famous examples include the dullahan from Ireland, who is a demonic fairy usually depicted riding a horse and carrying his head under his arm, and "The Legend of Sleepy Hollow," a short story written in 1820 by American writer Washington Irving, which has been adapted into several other works of literature and film including the 1949 Disney animated film The Adventures of Ichabod and Mr. Toad and the 1999 Tim Burton film Sleepy Hollow.