- Johnny Depp reportedly based his portrayal of Ichabod Crane on Withnail, from Withnail and I (1987), as played by Richard E. Grant.
- The scene where Ichabod Crane crosses the covered bridge and hears the frogs underneath croaking "Ichabod" and "Headless Horseman" is a tribute to Disney's 1949 animated version of "The Legend of Sleepy Hollow" in which Ichabod Crane, crossing a bridge, hears the frogs croaking the same words. Director Tim Burton, a former Disney animator, has cited the Disney version of the tale as his main inspiration for the look and style of his film. The scene of Ichabod Crane riding the Horseman's horse backwards is also taken from the earlier film.
- Christopher Walken, who plays the Headless Horseman, played a schoolteacher in The Dead Zone, in the beginning of which he tells his class to read "The Legend of Sleepy Hollow."
- Christopher Lee and Ian McDiarmiad also star together as Sith Lords in Star Wars: Episode II - Attack of the Clones. Ray Park, who played Darth Maul in Star Wars: Episode I - The Phantom Menace is the stunt double for the Headless Horseman.
- The town Sleepy Hollow was created from the ground up in three months. Which is the largest set built, in England, which was built in record time. The last set that held this record was set in 1995 was Billy Elliot. It was built in 3 1/2 months.
- The Horseman's horse is named Daredevil, the same name of Brom Bones horse in Irving's original short story.
- In The 39 Steps, the professor shoots Hannay in the chest, and it appears that he is dead. However, the bullet was stopped by a hymnbook in the breast pocket of the coat he was wearing. In Sleepy Hollow, Ichabod is shot and saved in a similar manner; this time the bullet lodges in a book of magic spells.
- The scarecrow in the scene where magistrate Phillips gets his head cut off by the headless horseman is Jack Skellington, from Tim Burton's "The Nightmare Before Christmas".
- Although Tim Burton claims the windmill scene was a reference to Frankenstein, a stronger link can be made to Will Hay's Oh, Mr. Porter! which also featured a windmill and a headless horseman.
- The dress worn by Katrina Anne Van Tassel in the last shot of the movie has the same pattern as Micheal Keaton's outfit in the climactic scene of Beetlejuice also directed by Tim Burton.
- Tim Burton and the crew of the movie built the small town Sleepy Hollow complete with rooms, floors, and stairs. The town was dismantled after filming was completed.
- Star Johnny Depp kept the headless horseman's horse when he found out it was going to be put down.
All information found from various links and 'the art of sleepy hollow' book
- The scene where Ichabod Crane crosses the covered bridge and hears the frogs underneath croaking "Ichabod" and "Headless Horseman" is a tribute to Disney's 1949 animated version of "The Legend of Sleepy Hollow" in which Ichabod Crane, crossing a bridge, hears the frogs croaking the same words. Director Tim Burton, a former Disney animator, has cited the Disney version of the tale as his main inspiration for the look and style of his film. The scene of Ichabod Crane riding the Horseman's horse backwards is also taken from the earlier film.
- Christopher Walken, who plays the Headless Horseman, played a schoolteacher in The Dead Zone, in the beginning of which he tells his class to read "The Legend of Sleepy Hollow."
- Christopher Lee and Ian McDiarmiad also star together as Sith Lords in Star Wars: Episode II - Attack of the Clones. Ray Park, who played Darth Maul in Star Wars: Episode I - The Phantom Menace is the stunt double for the Headless Horseman.
- The town Sleepy Hollow was created from the ground up in three months. Which is the largest set built, in England, which was built in record time. The last set that held this record was set in 1995 was Billy Elliot. It was built in 3 1/2 months.
- The Horseman's horse is named Daredevil, the same name of Brom Bones horse in Irving's original short story.
- In The 39 Steps, the professor shoots Hannay in the chest, and it appears that he is dead. However, the bullet was stopped by a hymnbook in the breast pocket of the coat he was wearing. In Sleepy Hollow, Ichabod is shot and saved in a similar manner; this time the bullet lodges in a book of magic spells.
- The scarecrow in the scene where magistrate Phillips gets his head cut off by the headless horseman is Jack Skellington, from Tim Burton's "The Nightmare Before Christmas".
- Although Tim Burton claims the windmill scene was a reference to Frankenstein, a stronger link can be made to Will Hay's Oh, Mr. Porter! which also featured a windmill and a headless horseman.
- The dress worn by Katrina Anne Van Tassel in the last shot of the movie has the same pattern as Micheal Keaton's outfit in the climactic scene of Beetlejuice also directed by Tim Burton.
- Tim Burton and the crew of the movie built the small town Sleepy Hollow complete with rooms, floors, and stairs. The town was dismantled after filming was completed.
- Star Johnny Depp kept the headless horseman's horse when he found out it was going to be put down.
All information found from various links and 'the art of sleepy hollow' book