The original story and its adaptations include:
- The Legend of Sleepy Hollow (1820), the original story by Washington Irving.
- The Fifth Horseman: A Sleepy Hollow Legend (1999), a novel by Gregg Gonzalez.
- The Adventures of Ichabod and Mr. Toad (1949), the Disney Animated Canon Anthology Film.
- The Legend of Sleepy Hollow (1985), the first episode of Shelley Duvall's Tall Tales & Legends.
- The Haunted Pumpkin of Sleepy Hollow (2003)
- The Smurfs: The Legend of Smurfy Hollow (2013)
- The Headless Horseman (1922), a silent film
- The Legend of Sleepy Hollow (1980), a Made-for-TV Movie.
- Sleepy Hollow (1999), an unabashedly supernatural and loose adaptation by Tim Burton.
- The Legend of Sleepy Hollow (1999), a Hallmark Hall of Fame Made-for-TV Movie.
- Sleepy Hollow High (2000), a Direct to Video teen slasher film.
- The Hollow (2004), a teen horror film centered around a descendant of Ichabod Crane.
- The Tale of the Midnight Ride (1994), an episode of Are You Afraid of the Dark? serving as a sequel to the original story.
- Halloween Hound: The Legend of Creepy Collars (1997), an episode of Wishbone.
- Sleepy Hollow (2013-2017), a television series.
- Mystery Legends: Sleepy Hollow (2008)