Last Updated on 17 November 2023

The Legend of Sleepy Hollow is a short story written by Washington Irving in 1820. It featured a character called the “Headless Horseman” who was supposed to be the ghost of a Hessian soldier, a German soldier who fought with the British Army during the American Revolutionary War. The Headless Horseman also shows up in Irish, Scottish, and German folklore.

Here is a list of movies about Sleepy Hollow and the Headless Horseman.

• The Adventures of Ichabod and Mr. Toad (1949) – (animated) Bing Crosby, Basil Rathbone
• Curse of the Headless Horseman (1972) – Ultra Violet
• The Haunted Pumpkin of Sleepy Hollow (2002) – (animated) Jules de Jongh, Eric Meyers
• Headless: A Sleepy Hollow Story (2022) – (mini-series)
• The Headless Horseman (1922) – Will Rogers
• Headless Horseman (2007) – Richard Moll, Billy Aaron Brown
• Headless Horseman (2022) – Michael Paré, Amanda Jones
• The Hollow (2004) – Kaley Cuoco, Stacy Keach, Judge Reinhold, Eileen Brennan
• The Legend of Sleepy Hollow (1949) – (animated short) Bing Crosby, Pinto Colvig
• The Legend of Sleepy Hollow (1980) – Jeff Goldblum
• The Legend of Sleepy Hollow (1985) – Ed Begley Jr., Beverly D’Angelo, Charles Durning
• The Legend of Sleepy Hollow (1999) – Brent Carver, Rachelle Lefevre
• The Night of the Headless Horseman (1999) – (animated) Clancy Brown, Tia Carrere
• Sleepy Hollow (1999) – Johnny Depp, Christina Ricci
• Sleepy Hollow (2019)
• Sleepy Hollow: A Quiet Trail (2023) – (animated)
• Sleepy Hollow High (2000) – Meagan Lopez, George Stover