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* ''Series/{{Wishbone}}'': ''The Legend of Sleepy Hollow'' is described, examined and adapted with the series' star pup in place of Ichabod in the episodes "Halloween Hound, Parts 1 & 2"

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* ''Series/{{Wishbone}}'': ''The Legend of Sleepy Hollow'' is described, examined and adapted with the series' star pup in place of Ichabod in the episodes "Halloween "[[Recap/WishboneS2E01And02TheLegendOfCreepyCollarsParts1And2 Halloween Hound, Parts 1 & 2"
2]]"

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[[AC:[[AnimatedFilms Film – Animated]]]]
* ''WesternAnimation/ParaNorman'': The name of the town (Blithe Hollow) is a mash-up of the titles of two ghost stories - ''[[Theatre/BlitheSpirit Blithe Spirit]]'' and ''[[Literature/TheLegendOfSleepyHollow Sleepy Hollow]]''.
* ''WesternAnimation/{{Shrek 2}}'': The Headless Horseman is among the fairytale villains hanging out at [[BadGuyBar The Poison Apple]]. Later, some knights are seen giving him a DUI test.



* ''WesternAnimation/MyLittlePonyFriendshipIsMagic'': The Headless Horse is a character from an in story horror story based on ''Literature/TheLegendOfSleepyHollow'', in which the Headless Horseman has been switched out for a headless horse.
* ''WesternAnimation/OKKOLetsBeHeroes'': The pumpkin headed hero Icky is named after Ichabod Crane.
* ''WesternAnimation/ParaNorman'': The name of the town (Blithe Hollow) is a mash-up of the titles of two ghost stories - ''[[Theatre/BlitheSpirit Blithe Spirit]]'' and ''[[Literature/TheLegendOfSleepyHollow Sleepy Hollow]]''.
* ''WesternAnimation/TeenageMutantNinjaTurtles2012'': In [[Recap/TeenageMutantNinjaTurtles2012S5E12TheCryptOfDracula "The Crypt of Dracula"]] the Headless Horseman helps pursue the Turtles' group.

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* ''WesternAnimation/DuckTales2017'': A recurring character is the Headless Man-horse, nicknamed "Manny", who uses part of a statue of Scrooge as a head.
* ''WesternAnimation/HouseOfMouse'': The Headless Horseman has appeared as a guest at the club. In "Ask Von Drake", it's shown that his pumpkin head got its own table.
* ''WesternAnimation/MyLittlePonyFriendshipIsMagic'': The Headless Horse is a character from an in story in-universe horror story based on ''Literature/TheLegendOfSleepyHollow'', in which the Headless Horseman has been switched out for a headless horse.
* ''WesternAnimation/OKKOLetsBeHeroes'': The pumpkin headed hero headed-hero Icky is named after Ichabod Crane.
* ''WesternAnimation/ParaNorman'': The name of the town (Blithe Hollow) is a mash-up of the titles of two ghost stories - ''[[Theatre/BlitheSpirit Blithe Spirit]]'' and ''[[Literature/TheLegendOfSleepyHollow Sleepy Hollow]]''.
* ''WesternAnimation/TeenageMutantNinjaTurtles2012'': In [[Recap/TeenageMutantNinjaTurtles2012S5E12TheCryptOfDracula "The Crypt of Dracula"]] Dracula"]], the Headless Horseman helps pursue the Turtles' group.
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* ''Series/That70sShow'': In the first HalloweenEpisode, Eric attempts to tell the story, but as they've been decidedly unimpressed with his GhostStory efforts thus far, Fez cracks wise and the others tune him out completely. Eric immediately gives up in frustration.

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* ''WesternAnimation/TheAdventuresOfIchabodAndMrToad'': The second of the two stories is an adaptation of the classic tale with the addition of the Mr. Toad.



* ''WesternAnimation/TeenageMutantNinjaTurtles2012'': In [[Recap/TeenageMutantNinjaTurtles2012S5E12TheCryptOfDracula "The Crypt of Dracula"]] the Headless Horseman helps pursue the Turtles' group.

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* ''WesternAnimation/TeenageMutantNinjaTurtles2012'': In [[Recap/TeenageMutantNinjaTurtles2012S5E12TheCryptOfDracula "The Crypt of Dracula"]] the Headless Horseman helps pursue the Turtles' group.group.
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* ''Supernatural Thrillers'' started out as an AnthologyComic where each issue was [[ComicbookAdaptation an adaptation]] of horror/suspense literature with ''Sleepy Hollow'' getting an adaptation.

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* ''Supernatural Thrillers'' started out as an AnthologyComic where each issue was [[ComicbookAdaptation an adaptation]] of horror/suspense literature with ''Sleepy Hollow'' getting an adaptation.a sequel instead.
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[[AC:Live-Action Television]]

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[[AC:ComicBooks]]
* ''ComicBook/{{Batman}}'': Jonathan Crane[=/=]ComicBook/TheScarecrow is generally drawn as a lanky tall Ichabod Crane lookalike, and even got his family name from the character.
* ''Supernatural Thrillers'' started out as an AnthologyComic where each issue was [[ComicbookAdaptation an adaptation]] of horror/suspense literature with ''Sleepy Hollow'' getting an adaptation.

[[AC:{{Literature}}]]
* ''Literature/TheChroniclesOfAmber'': Prince Corwin says that his older half-brother Prince Benedict reminds him of Ichabod Crane.
* ''Literature/TheDresdenFiles'':
** ''Literature/ProvenGuilty'': Darby Crane, [[spoiler:Madrigal Raith's horror movie director-persona]], who feeds on fear manages to reference both ''Franchise/{{Batman}}'''s Scarecrow, Jonathan Crane, who specializes in evoking and manipulating fear in people, and [[Literature/TheLegendOfSleepyHollow Ichabod Crane]], who was overcome by fear and who Scarecrow is named after.
** In the short story "A Restoration of Faith" Faith Astor cites ''Film/ElDorado'', ''Literature/TheLegendOfSleepyHollow'', and tobacco advertising in a single paragraph. Pretty good, especially for a nine/ten-year-old girl who was probably in kindergarten when the Marlboro Man billboards were banned in Illinois.

[[AC:Live-Action Television]]
* ''Series/AreYouAfraidOfTheDark'': In [[Recap/AreYouAfraidOfTheDarkSeason3TheTaleOfTheMidnightRide "The Tale of the Midnight Ride"]] it's said that every Halloween, the ghost of the HeadlessHorseman and that of victim Ichabod resume their flight through the woods. The characters end up helping direct a man in a very well done eighteenth century costume to safety out of the woods, only to learn he was actually Ichabod's ghost and they've unwittingly transferred the horseman's hunt to themselves by interfering.
* ''Series/MurdochMysteries'': On being presented with a headless corpse in "Murdoch in Toyland", Dr. Grace quips about it being a former resident of Sleepy Hollow, "Ichabod Crane, perhaps."
* ''Series/{{Patriot}}'': People keep assuming that "Ichabod" is a [[EmbarrassingNickname mocking nickname]] for the long-nosed and thin-faced executive. It's actually his real name. Ichabod either doesn't understand [[Literature/TheLegendOfSleepyHollow the reference]] or refuses to.
* ''Series/SleepyHollow'' is an entire series whose premise is being based in Sleepy Hollow in the present day with the headless horseman recently reappearing and starting killing every night, and (a much more heroic) Ichabod Crane having just been brought back to life after spending well over a hundred years not quite fully dead seemingly to deal with his old foe.
* ''Series/{{Succession}}'': Logan calls Greg "an [[Literature/TheLegendOfSleepyHollow Ichabod Crane]] fuck".
* ''Series/{{Supernatural}}'': In the episode [[Recap/SupernaturalS08E22ClipShow "Clip Show"]] Lizzie Borden, [[Literature/TheLegendOfSleepyHollow Ichabod Crane]], and ''Film/TheExorcist'', are all used as examples of demonic possession.
* ''Series/{{Wishbone}}'': ''The Legend of Sleepy Hollow'' is described, examined and adapted with the series' star pup in place of Ichabod in the episodes "Halloween Hound, Parts 1 & 2"

[[AC:VideoGames]]
* ''VideoGame/ClayFighter'': Pumpkin headed ghoul Ickybod Clay is clearly named after Ichabod, with his appearance also pulled from ''Sleepy Hollow''.
* ''VideoGame/FateGrandOrder'': Hessian Lobo's backstory involves a Hessian whose head was blown off during the American Revolution, but failed to realize he was dead and so ended up wandering around Sleepy Hollow.
* ''VideoGame/GuitarHero'': Austin Tejas' skinny Warrior form brings Ichabod Crane to mind, and even includes a pumpkin-guitar.
* ''VideoGame/{{Overwatch}}'': During the Junkenstein's Revenge event the Gunslinger can say ''Just call me Ichabod Crane.'' when the Reaper returns.

[[AC:WebComics]]
* ''Webcomic/ThirdShiftSociety'': The pumpkin headed OccultDetective Ichabod is named for Ichabod Crane, and his status as not having a real head and a immobile pumpkin instead is also taken from ''The Legend of Sleepy Hollow''.

[[AC:WesternAnimation]]
* ''WesternAnimation/TheAdventuresOfIchabodAndMrToad'': The second of the two stories is an adaptation of the classic tale with the addition of the Mr. Toad.
* ''WesternAnimation/MyLittlePonyFriendshipIsMagic'': The Headless Horse is a character from an in story horror story based on ''Literature/TheLegendOfSleepyHollow'', in which the Headless Horseman has been switched out for a headless horse.
* ''WesternAnimation/OKKOLetsBeHeroes'': The pumpkin headed hero Icky is named after Ichabod Crane.
* ''WesternAnimation/ParaNorman'': The name of the town (Blithe Hollow) is a mash-up of the titles of two ghost stories - ''[[Theatre/BlitheSpirit Blithe Spirit]]'' and ''[[Literature/TheLegendOfSleepyHollow Sleepy Hollow]]''.
* ''WesternAnimation/TeenageMutantNinjaTurtles2012'': In [[Recap/TeenageMutantNinjaTurtles2012S5E12TheCryptOfDracula "The Crypt of Dracula"]] the Headless Horseman helps pursue the Turtles' group.

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