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Movies like The Headless Horseman (1934)

The best movies like The Headless Horseman (1934) are Night of the Animated Dead (2021), The Adventures of Ichabod and Mr. Toad (1949) and Cranston Academy: Monster Zone (2020). If The Headless Horseman hooked you with its animation and horror, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Night of the Animated Dead (2021)

    An animated retelling of ‘Night of the Living Dead’, in which a group of people in a rural farmhouse struggle to survive the threat of bloodthirsty zombies.

    Why it matches: Recommended by TMDB viewers · both animation & horror

    Popcorn FlickMovies like this
  2. The Adventures of Ichabod and Mr. Toad (1949)

    A concise adaptation of Kenneth Grahame's "The Wind in the Willows" about Mr. Toad's motor mania, followed by a short retelling of Washington Irving's "The Legend of Sleepy Hollow" concerning schoolmaster Ichabod Crane.

    Why it matches: Recommended by TMDB viewers · both horror & animation

    Popcorn FlickMovies like this
  3. Cranston Academy: Monster Zone (2020)

    An intelligent 15-year-old high school student is unexpectedly transferred to a boarding school where he opens a portal of monsters from another dimension.

    Why it matches: Recommended by TMDB viewers · both animation & horror

    Popcorn FlickMovies like this
  4. DC Showcase: The Phantom Stranger (2020)

    Jess joins her friends at a party in a dilapidated mansion hosted by the mysterious Seth. When odd things begin to happen to Jess and her friends, the Phantom Stranger intervenes to save her from a dreary fate.

    Why it matches: Recommended by TMDB viewers · both animation & horror

    Popcorn FlickMovies like this
  5. DC Showcase - Constantine: The House of Mystery (2022)

    John Constantine wakes up in the eerie House of Mystery with no recollection of how he got there. Fortunately, Zatanna and his friends are all there. Unfortunately, they have a bad habit of turning into demons and ripping him to shreds, over and over again!

    Why it matches: Recommended by TMDB viewers · both animation & horror

    Popcorn FlickMovies like this
  6. The Spine of Night (2021)

    When ancient dark magic falls into sinister hands and unleashes ages of suffering onto mankind, a group of heroes from different eras and cultures must band together in order to defeat it at all costs.

    Why it matches: Recommended by TMDB viewers · both animation & horror

    Popcorn FlickMovies like this
  7. Monster High: Friday Night Frights (2012)

    After Monster High’s roller skating team is defeated at the Skulltimate Roller Maze tournament, the ghouls team up to face an all-boys league, with the hope of winning back the school crest and restoring school spirit.

    Why it matches: Recommended by TMDB viewers · both animation

    Worth the HypeMovies like this
  8. Deathstroke: Knights & Dragons - The Movie (2020)

    The assassin Deathstroke tries to save his family from the wrath of H.I.V.E. and the murderous Jackal.

    Why it matches: Recommended by TMDB viewers · both animation

    Worth the HypeMovies like this
  9. Monster High: Ghouls Rule (2012)

    Monster High: Ghouls Rule unearths an old conflict between "Normies" and monsters - and things are about to get scary! For years, students at Monster High were warned that Halloween was a night to stay inside and avoid conflict at all costs. But Frankie and her friends discover that ghouls and "Normies" once loved to spend the holiday together! The ghouls decide to turn back the clock and use the night to celebrate their individuality and show that it's okay to "Be Yourself. Be Unique. Be a Monster!"

    Why it matches: Recommended by TMDB viewers · both animation

    Popcorn FlickMovies like this
  10. Monster High: Scaris City of Frights (2013)

    The Monstruitas of Monster High are obsessed with going to Scaris, The City of Frights for Fashion international competition where the winner will become the apprentice of the world famous Madame Ghostier designer.

    Why it matches: Recommended by TMDB viewers · both animation

    Worth the HypeMovies like this
  11. The Fantastic Flying Books of Mr. Morris Lessmore (2012)

    After a hurricane levels his city, a young man wanders into a mysterious library where books literally come to life. This film won the Oscar for Best Animated Short Film in 2012.

    Why it matches: Recommended by TMDB viewers · both animation

    Worth the HypeMovies like this
  12. Tome of the Unknown (2013)

    Wirt and Gregory are brothers who get tired of walking, so, they borrow a car from a romantic songster made of vegetables.

    Why it matches: Recommended by TMDB viewers · both animation

    Worth the HypeMovies like this
  13. Monster High: Haunted (2015)

    Lurk what's waiting for the Monster High ghouls when they bring their killer fashion to the howlways of the spooktacular Haunted High! When the ghouls of Monster High follow Spectra Vondergeist one day, they discover a creeperiffic Ghost World with an all-spirit school. But their scary-cute student bodies are hardly welcome with the very strict Principal Revenant, and she punishes Spectra with frightful detention chains that prevent her from re-joining Monster High. Now, it's up to the imperfectly perfect friends to take on ghostly forms in order to save one of their own from disappearing forever!

    Why it matches: Recommended by TMDB viewers · both animation

    Worth the HypeMovies like this
  14. DC Showcase - Batman: Death in the Family (2020)

    Tragedy strikes the Batman's life again when Robin Jason Todd tracks down his birth mother only to run afoul of the Joker. An adaptation of the 1988 comic book storyline of the same name.

    Why it matches: Recommended by TMDB viewers · both animation

    Worth the HypeMovies like this
  15. Inception: The Cobol Job (2010)

    Cobb, Arthur and Nash are enlisted by Cobol Engineering.

    Why it matches: Recommended by TMDB viewers · both animation

    Worth the HypeMovies like this
  16. The Gruffalo (2009)

    The magical tale of a mouse who sets foot on a woodland adventure in search of a nut. Encountering predators who all wish to eat him - Fox, Owl and Snake - the brave mouse creates a terrifying, imaginary monster to frighten them away. But what will the mouse do when he meets this frightful monster for real?

    Why it matches: Recommended by TMDB viewers · both animation

    Worth the HypeMovies like this
  17. The Venture Bros.: Radiant Is the Blood of the Baboon Heart (2023)

    A nationwide manhunt for Hank Venture leads to untold dangers and unexpected revelations, while The Monarch is literally out for Dr Venture's blood. An imposing evil from the past reemerges to wreak havoc on the Ventures, The Guild, and even the Monarch marriage—it will take friends and foes alike to restore the Ventures' world to order… or end it once and for all.

    Why it matches: Recommended by TMDB viewers · both animation

    Worth the HypeMovies like this
  18. Far from the Tree (2021)

    On an idyllic beach in the Pacific Northwest, curiosity gets the better of a young raccoon whose frustrated parent attempts to keep them both safe.

    Why it matches: Recommended by TMDB viewers · both animation

    Absolute CinemaMovies like this
  19. Ben Gen 10 (2021)

    When Ben meets a young Generator Rex on the run from a hostile Providence, he must work through a series of misunderstandings, and defeat the dark wizard Hex in order to save the world.

    Why it matches: Recommended by TMDB viewers · both animation

    Popcorn FlickMovies like this
  20. Winnie the Pooh and the Blustery Day (1968)

    Winnie the Pooh and his friends experience high winds, heavy rains, and a flood in Hundred Acre Wood.

    Why it matches: Recommended by TMDB viewers · both animation

    Worth the HypeMovies like this
  21. The Legend of Sleepy Hollow (1949)

    Washington Irving's tale of Ichabod Crane and the headless horseman is brought to life, narrated by Bing Crosby.

    Why it matches: Similar story and style · both animation & horror

    Worth the HypeMovies like this
  22. Sleepy Hollow (1999)

    Skeptical young detective Ichabod Crane gets transferred to the hamlet of Sleepy Hollow, New York, where he is tasked with investigating the decapitations of three people – murders the townsfolk attribute to a legendary specter, The Headless Horseman.

    Why it matches: Similar story and style · both horror

    Worth the HypeMovies like this
  23. Scooby-Doo! Meets the Boo Brothers (1987)

    After the death of Shaggy's Uncle Beaureguard, he, Scooby and Scrappy arrive at the late uncle's Southern plantation to collect the inheritance. But as soon as they arrive, they find it is haunted by the ghost of a Confederate soldier. With this spook on their tails while they solve riddles in search of the inheritance, they seek help from the Boo Brothers, a trio of ghost-exterminators to help catch this nasty ghoul.

    Why it matches: Similar story and style · both animation

    Worth the HypeMovies like this
  24. The Legend of Sleepy Hollow (1985)

    Ichabod Crane becomes the headmaster at a schoolhouse. He falls for Katrina Van Tassel but she has a lover: Brom Bones. Brom scares him off acting as the Headless Horseman only to meet the real one himself.

    Why it matches: Similar story and style · both horror

  25. Who's the Ghost in the Sleepy Hollow? (1977)

    A headless ghost haunts a mountain village.

    Why it matches: Similar story and style · both horror

  26. Headless Horseman (2007)

    Seven college kids take a shortcut on their way to a party and unfortunately end up in Wormwood – a "lost" town in the middle of nowhere. They find something strange and sinister happening there – bones and weird decorations line Main Street. The cause: local Wormwood legend says on All Hallows Eve one hundred years ago, a crazed man tortured the youngsters in town and then cut off their heads. In retaliation, the townspeople killed him by cutting off his head. Seeking revenge every seven years, he returns and takes seven heads from children in the town. Now the seven visitors find themselves hunted one by one as the Headless Horseman claims his due.

    Why it matches: Similar story and style · both horror

  27. The Hollow (2004)

    The presence of Ichabod Crane's descendant in Sleepy Hollow conjures the Headless Horseman to return and resume his spooky slaughtering.

    Why it matches: Similar story and style · both horror

  28. The Legend of Sleepy Hollow (1999)

    Ichabod Crane, a Yankee wanderer, arrives in Sleepy Hollow and becomes the new schoolmaster. He meets Katrina Van Tassel, and blissfully fantasizes about how can marry her, ultimately, inherit her father's rich estate. Her suitor Brom Bones, the blacksmith, wants to scare him away and dresses up as the legendary Headless Horseman. During the prank, the real ghost appears and drives Ichabod off

    Why it matches: Similar story and style · both horror

  29. Headless (TBA)

    A rudderless hitchhiker and a driven woman avenging her family’s death must stop a motorcycle-riding semi-immortal ghoul that feeds off the carnage it causes on desert highways by decapitating it and getting its head far enough away, long enough, from its relentlessly pursuant still-living body.

    Why it matches: Similar story and style · both horror

  30. The New Misadventures of Ichabod Crane (1979)

    Sleepy Hollow, a town plagued by the Headless Horseman, hires the most educated person they can find to fight him - Ichabod Crane. He, talking horse and dog, and Rip van Winkle go on the quest. But the Horseman has a secret.

    Why it matches: Similar story and style · both animation

Like The Headless Horseman and something else?

Blend two favourites and we’ll find the films in between.

Frequently asked questions

What are the best movies like The Headless Horseman?

The closest matches to The Headless Horseman are Night of the Animated Dead (2021), The Adventures of Ichabod and Mr. Toad (1949) and Cranston Academy: Monster Zone (2020). Below are 27 more, each with the reason it matches.

What should I watch after The Headless Horseman?

Start with Night of the Animated Dead (2021), the closest match to The Headless Horseman.

What is the highest-rated movie like The Headless Horseman?

Far from the Tree (2021), rated 8.1/10 by 395 TMDB users.

What is the newest movie like The Headless Horseman?

The Venture Bros.: Radiant Is the Blood of the Baboon Heart (2023) is the most recent release on this list.

Are there English movies like The Headless Horseman?

Yes: Night of the Animated Dead (2021), The Adventures of Ichabod and Mr. Toad (1949) and Cranston Academy: Monster Zone (2020).

How are movies similar to The Headless Horseman chosen?

First come films that Trakt’s viewers watch alongside The Headless Horseman, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

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