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Movies like The Legend of Sleepy Hollow (1985)

The best movies like The Legend of Sleepy Hollow (1985) are The Legend of Sleepy Hollow (1949), Mostly Ghostly (2008) and Goosebumps 2: Haunted Halloween (2018). If The Legend of Sleepy Hollow hooked you with its horror and comedy, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. 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: Recommended by TMDB viewers · both family & horror

    Worth the HypeMovies like this
  2. Mostly Ghostly (2008)

    Based on the successful book series by R.L. Stine, this spooky tale finds 11-year-old Max making a deal with the ghosts who haunt his home. If Max helps them find what was responsible for their parents' disappearance, they'll help him transform from a social nobody to the most popular kid in school.

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

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  3. Goosebumps 2: Haunted Halloween (2018)

    Be careful what you wish for. With their after school junk business, best friends Sonny and Sam hope to find treasure in other people’s trash. But when cleaning out the old Stine house, they open a locked book that frees a supernatural nightmare – Slappy! Now, with the help of Sonny’s sister Sarah, they’re in a race against time to get the sinister dummy and all the creatures he’s brought to life back into the pages before he unleashes total pandemonium!

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

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  4. Scared Shrekless (2010)

    Shrek challenges Donkey, Puss in Boots and his other fairy tale character friends to spend the night in Lord Farquaad's haunted castle, telling scary stories to see who can resist becoming scared and stay the longest.

    Why it matches: Recommended by TMDB viewers · both comedy & family

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  5. 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 & family

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  6. Night of the Demons 2 (1994)

    Angela, the hostess from hell, summons her army of teen demons when teenagers from St. Rita's High School decide to party at the haunted Hull House on Halloween.

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

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  7. The Curse of Bridge Hollow (2022)

    A Halloween-hating dad reluctantly teams up with his teenage daughter when an evil spirit wreaks havoc by making their town's decorations come to life.

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

    Popcorn FlickMovies like this
  8. High Spirits (1988)

    When a hotelier attempts to fill the chronic vacancies at his castle by launching an advertising campaign that falsely portrays the property as haunted, two actual ghosts show up and end up falling for two guests.

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

  9. Night of the Demons (1988)

    When partygoers at a deserted funeral home decide to have a séance on Halloween night, they awaken something evil with a thirst for blood.

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

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  10. Mostly Ghostly 3: One Night in Doom House (2016)

    Just one enchanted jewel stands between earth and an army of evil spirits led by the devious ghoul, Phears. With the help of his new girlfriend and ghost pals, Max Doyle races to find the crystal and save the world.

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

    Popcorn FlickMovies like this
  11. Casper (1995)

    Casper is a kind young ghost who peacefully haunts a mansion in Maine. When specialist James Harvey arrives to communicate with Casper and his fellow spirits, he brings along his teenage daughter, Kat. Casper quickly falls in love with Kat, but their budding relationship is complicated not only by his transparent state, but also by his troublemaking apparition uncles and their mischievous antics.

    Why it matches: Recommended by TMDB viewers · both comedy & family

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  12. Boo! A Madea Halloween (2016)

    Madea winds up in the middle of mayhem when she spends a hilarious, haunted Halloween fending off killers, paranormal poltergeists, ghosts, ghouls, and zombies while keeping a watchful eye on a group of misbehaving teens.

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

  13. Once Bitten (1985)

    Mark wants to lose his virginity, but his girlfriend wants to wait. Unfortunately for both of them, a 400-year-old vampire Countess needs to turn a virgin into a vampire before Halloween in order to preserve her own youthful appearance, and when she finds Mark, she turns his life upside-down.

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

  14. The Fearless Vampire Killers (1967)

    A noted professor and his dim-witted apprentice fall prey to their inquiring vampires, while on the trail of the ominous damsel in distress.

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

    Popcorn FlickMovies like this
  15. My Best Friend Is a Vampire (1987)

    Shortly after high school student Jeremy Capello goes on a hot date, he finds he can't stand garlic or see his reflection in mirrors.

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

    Popcorn FlickMovies like this
  16. Scooby-Doo! and the Curse of the 13th Ghost (2019)

    Mystery Inc. withdraws from solving crimes after botching a case. When Vincent Van Ghoul contacts the gang about an unfinished investigation from Daphne, Shaggy and Scooby's past, the gang springs into action to finish the job that involves catching the 13th Ghost that escaped from the Chest of Demons and is still at large.

    Why it matches: Recommended by TMDB viewers · both comedy & family

    Worth the HypeMovies like this
  17. Night of the Living Dead: Re-Animation (2012)

    After inheriting the family mortuary, a pyrophobic mortician accidentally exposes hundreds of un-cremated bodies to toxic medical waste. As the corpses re-animate, the mortician's inheritance-seeking younger brother unexpectantly shows up, stumbling upon a full zombie outbreak!

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

    Popcorn FlickMovies like this
  18. Trick 'r Treat (2007)

    Four interwoven stories that occur on Halloween: an everyday high school principal has a secret life as a serial killer; a college virgin might have just met the one guy for her; a group of teenagers pull a mean prank, and a bitter old recluse receives an uninvited guest.

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

    Worth the HypeMovies like this
  19. Fright Night (1985)

    Charley Brewster, a high school student, accidentally discovers the true and creepy nature of Jerry Dandrige, his dashing and enigmatic new neighbor; but no one seems willing to believe him.

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

    Worth the HypeMovies like this
  20. A Babysitter's Guide to Monster Hunting (2020)

    Recruited by a secret society of babysitters, a high schooler battles the Boogeyman and his monsters when they nab the boy she's watching on Halloween.

    Why it matches: Recommended by TMDB viewers · both family & comedy

    Popcorn FlickMovies like this
  21. The Witches (1990)

    While staying at a hotel in England with his grandmother, Helga, a young boy named Luke inadvertently spies on a convention of witches. The Grand High Witch reveals a plan to turn all children into mice via a magical formula. When they discover the eavesdropper, the witches test the formula on him. Now, with the help of Helga and hotel manager Mr Stringer, Luke the mouse must fight back against the witches.

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

    Worth the HypeMovies like this
  22. The Haunted Mansion (2003)

    Workaholic Jim Evers and his wife/business partner Sara get a call one night from a mansion owner, Edward Gracey, who wants to sell his house. Once the Evers family arrive at the mansion, a torrential thunderstorm of mysterious origin strands them with the brooding, eccentric Gracey, his mysterious butler, and a variety of residents both seen and unseen.

    Why it matches: Similar story and style · both comedy & family

  23. An American Werewolf in Paris (1997)

    An American man unwittingly gets involved with werewolves who have developed a serum allowing them to transform at will.

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

  24. Kishkindhapuri (2025)

    A ghost walking tour group visits an abandoned radio station, inadvertently awakening a vengeful spirit.

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

  25. Seed of Chucky (2004)

    This time around, Chucky and his homicidal honey, Tiffany, are brought back to life by their orphan offspring, Glen. Then the horror goes Hollywood as Chucky unleashes his own brand of murderous mayhem!

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

  26. Pete's Dragon (1977)

    Pete, a young orphan, runs away to a Maine fishing town with his best friend a lovable, sometimes invisible dragon named Elliott! When they are taken in by a kind lighthouse keeper, Nora, and her father, Elliott's prank playing lands them in big trouble. Then, when crooked salesmen try to capture Elliott for their own gain, Pete must attempt a daring rescue.

    Why it matches: Similar story and style · both comedy & family

    Popcorn FlickMovies like this
  27. Jason Lives - Friday the 13th Part VI (1986)

    Tommy Jarvis, tormented by the fear that maybe Jason isn't really dead, unwittingly resurrects the mass murderer for another bloody rampage.

    Why it matches: Similar story and style · both horror

    Popcorn FlickMovies like this
  28. A Nightmare on Elm Street: The Dream Child (1989)

    The pregnant Alice finds Freddy Krueger striking through the sleeping mind of her unborn child, hoping to be reborn into the real world.

    Why it matches: Similar story and style · both horror

  29. The Lawnmower Man (1992)

    A simple man is turned into a genius through the application of computer science.

    Why it matches: Similar story and style · both horror

  30. The Fly II (1989)

    Martin Brundle, born of the human/fly, is adopted by his father's place of employment (Bartok Inc.) while the employees simply wait for his mutant chromosomes to come out of their dormant state.

    Why it matches: Similar story and style · both horror

Like The Legend of Sleepy Hollow and something else?

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

Frequently asked questions

What are the best movies like The Legend of Sleepy Hollow?

The closest matches to The Legend of Sleepy Hollow are The Legend of Sleepy Hollow (1949), Mostly Ghostly (2008) and Goosebumps 2: Haunted Halloween (2018). Below are 27 more, each with the reason it matches.

What should I watch after The Legend of Sleepy Hollow?

Start with The Legend of Sleepy Hollow (1949), the closest match to The Legend of Sleepy Hollow.

What is the highest-rated movie like The Legend of Sleepy Hollow?

Scooby-Doo! and the Curse of the 13th Ghost (2019), rated 7.8/10 by 267 TMDB users.

What is the newest movie like The Legend of Sleepy Hollow?

Kishkindhapuri (2025) is the most recent release on this list.

Are there English movies like The Legend of Sleepy Hollow?

Yes: The Legend of Sleepy Hollow (1949), Mostly Ghostly (2008) and Goosebumps 2: Haunted Halloween (2018).

How are movies similar to The Legend of Sleepy Hollow chosen?

First come films that Trakt’s viewers watch alongside The Legend of Sleepy Hollow, 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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