Movies like The Legend of Sleepy Hollow (1980)
The best movies like The Legend of Sleepy Hollow (1980) are Halloween with the New Addams Family (1977), Scary Godmother: The Revenge of Jimmy (2005) and Scary Godmother: Halloween Spooktakular (2003). 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
- Highest ratedThe Legend of Sleepy Hollow (1949)7.4/10 from 302 votes
- NewestPocongdorie (2025)Released 2025
Halloween with the New Addams Family (1977)
The original TV Addams Family members prepare for Halloween.
Why it matches: Recommended by TMDB viewers · both comedy & horror
Popcorn FlickMovies like thisScary Godmother: The Revenge of Jimmy (2005)
Halloween is an exciting time of year for Hannah Marie who is joined by her Scary Godmother and all sorts of new friends including kooky monsters, friendly vampires and silly skeletons. It's a journey to the Fright Side she'll never forget as Hannah and her friends must foil her cousin Jimmy's plans to ruin Halloween for everyone!
Why it matches: Recommended by TMDB viewers · both comedy & horror
Worth the HypeMovies like thisScary Godmother: Halloween Spooktakular (2003)
Scary Godmother is the whimsical all-ages story that follows the first trick-or-treating adventure of Hannah Marie, a young girl whose rotten older cousin is babysitting her one dark Halloween. Unhappy to be saddled with Hannah, her cousin cooks up a scheme to frighten her. But his scheme backfires when Hannah gets help from her Scary Godmother.
Why it matches: Recommended by TMDB viewers · both comedy & horror
Worth the HypeMovies like thisDouble, Double, Toil and Trouble (1993)
On Halloween night, two precocious little girls try to save their parents from their nasty old capitalist aunt's greedy clutches. Magic abounds and they meet mysterious new friends along the way.
Why it matches: Recommended by TMDB viewers · both horror & comedy
Popcorn FlickMovies like thisUnder Wraps (2021)
Three friends try to save their mummified friend, Harold, from greedy criminals by returning him to his resting place before midnight on Halloween.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisMr. Boogedy (1986)
A novelty-salesman moves his family into a new house. Initially dismissing incidents as more of their father's practical jokes, the family soon learns that the house is haunted by people who lived in the house 300 years previously.
Why it matches: Recommended by TMDB viewers · both horror
Popcorn FlickMovies like thisPhantom of the Megaplex (2000)
Pete Riley is a 17-year-old who lands a part-time job at a multiplex in his neighbourhood. He and his friends are excited when it's announced that the theatre will play host to the premier of a major motion picture, with a number of Hollywood celebrities in attendance. However, when the big night comes, Pete has to contend with disappearing staff, malfunctioning equipment, and a broken popcorn machine.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe 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 horror & comedy
Worth the HypeMovies like thisThe Canterville Ghost (2023)
An American family moves in to the Canterville Chase, a London mansion that has been haunted by ghost Sir Simon De Canterville for 300 years.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisGoosebumps (2015)
After moving to a small town, Zach Cooper finds a silver lining when he meets next door neighbor Hannah, the daughter of bestselling Goosebumps series author R.L. Stine. When Zach unintentionally unleashes real monsters from their manuscripts and they begin to terrorize the town, it’s suddenly up to Stine, Zach and Hannah to get all of them back in the books where they belong.
Why it matches: Recommended by TMDB viewers · both horror & comedy
Popcorn FlickMovies like thisUnder Wraps 2 (2022)
As Marshall, Gilbert and Amy are preparing for her father’s Spooktacular Halloween-themed wedding to his fiancé Carl, plans go awry when they discover that their mummy friend Harold and his beloved Rose may be in danger.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisGoosebumps 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
Popcorn FlickMovies like thisHalloweentown II: Kalabar's Revenge (2001)
The Cromwell clan lives in the real world, except for their grandmother who lives in Halloweentown, a place where monsters go to escape reality. But now the son of the Cromwells' old enemy Kalabar has a plan to use the grandmother's book to turn Halloweentown into a grey dreary version of the real world while transforming the denizens of the real world into monsters.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisFrankenweenie (2012)
When a car hits young Victor's pet dog Sparky, Victor decides to bring him back to life the only way he knows how. But when the bolt-necked "monster" wreaks havoc and terror in the hearts of Victor's neighbors, he has to convince them that Sparky's still the good, loyal friend he was.
Why it matches: Recommended by TMDB viewers · both comedy & horror
Worth the HypeMovies like thisReturn to Halloweentown (2006)
As Halloweentown prepares to celebrate its 1,000th anniversary, Marnie Piper and her brother Dylan return to Witch University, where trouble is in session from the Sinister Sisters and from someone who's plotting to use Marnie's powers for evil.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisSpooky Buddies (2011)
The nefarious Warwick the Warlock has returned from his astral imprisonment, and plans to make the final sacrifice for ultimate power - all he needs is the soul of a pure heart. The Buddies, alongside their new spectral friend Pip, race against the clock to defeat the sorcerer, who has enlisted the Halloween Hound to do his dirty work under the cover of the neighborhood festivities.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisCasper Meets Wendy (1998)
When a warlock threatens Wendy the Good Little Witch, she and her aunts hide out at a resort where Casper the Ghost is vacationing with his uncles. Although Casper and Wendy are told ghosts and witches don't get along, the two are kindred spirits! This spooky family-friendly adventure finds Casper and Wendy bridging the ghost-witch divide to battle the warlock who is intent on destroying Wendy.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisThe Cat and the Canary (1927)
A group of potential heirs gather in a forbidding old house to learn which of them will inherit a fortune. Later, they learn that a flesh-rending maniac is loose.
Why it matches: Recommended by TMDB viewers · both comedy & horror
Popcorn FlickMovies like thisThe Time of Their Lives (1946)
Two ghosts, who were mistakenly branded as traitors during the Revolutionary War, return to 20th century New England to retrieve a letter from George Washington which would prove their innocence.
Why it matches: Recommended by TMDB viewers · both comedy & horror
Worth the HypeMovies like thisScared Stiff (1953)
A nightclub singer and his partner escape mobsters by fleeing to Cuba with a beautiful heiress, who has inherited a haunted castle on an isolated island. The trio hunt for a hidden treasure and encounter a ghost, a zombie, and a mysterious killer...
Why it matches: Recommended by TMDB viewers · both comedy & horror
Popcorn FlickMovies like thisKiller Klowns from Outer Space (TBA)
Remake of the 1988 film.
Why it matches: Similar story and style · both comedy & horror
Pocongdorie (2025)
While cleaning out their parental home, siblings Dwi and Daya come across their deceased mother, who came back from the dead as a pocong.
Why it matches: Similar story and style · both horror & comedy
The Roses (2025)
Life seems easy for picture-perfect couple Ivy and Theo: successful careers, a loving marriage, great kids. But beneath the façade of their supposed ideal life, a storm is brewing – as Theo's career nosedives while Ivy's own ambitions take off, a tinderbox of fierce competition and hidden resentment ignites.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisWalk Don't Run (1966)
During the housing shortage of the 1964 Summer Olympic Games, two men and a woman share a small apartment in Tokyo, and the older man soon starts playing Cupid to the younger pair.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like this20 Once Again (2015)
A visit to the photographer's returns the physical looks of a 70-year-old grandmother back to her 20s. Things get even stranger when his grandson asks her to join his band, and his best friend begins to fall for her.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisThe Thanksgiving Visitor (1968)
In this sequel to Truman Capote's "A Christmas Memory," a boy recalls his life with an elderly cousin in rural Alabama in the 1930s and the lesson she taught him one Thanksgiving Day about dealing with a bully from school.
Why it matches: Similar story and style
The Strange Door (1951)
The wicked Alain plots an elaborate revenge against his younger brother Edmund, leading to a deadly confrontation in his dungeon deathtrap.
Why it matches: Similar story and style · both horror
Casper: A Spirited Beginning (1997)
Before he met and befriended the other ghouls at Applegate Manor, friendly ghost Casper meets young Chris Carson, a lonely kid who decides to teach Casper how to be a proper ghost.
Why it matches: Similar story and style · both comedy
SnoozefestMovies like thisThe 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: Similar story and style · both horror
Popcorn FlickMovies like thisThe Funhouse (1981)
Rebellious teen Amy defies her parents by going to a trashy carnival that has pulled into town. In tow are her boyfriend, Buzz, and their friends Liz and Richie. Thinking it would be fun to spend the night in the campy "Funhouse" horror ride, the teens witness a murder by a deformed worker wearing a mask. Locked in, Amy and her friends must evade the murderous carnival workers and escape before it leaves town the next day.
Why it matches: Similar story and style · both horror
SnoozefestMovies like this
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 Halloween with the New Addams Family (1977), Scary Godmother: The Revenge of Jimmy (2005) and Scary Godmother: Halloween Spooktakular (2003). Below are 27 more, each with the reason it matches.
What should I watch after The Legend of Sleepy Hollow?
Start with Halloween with the New Addams Family (1977), the closest match to The Legend of Sleepy Hollow.
What is the highest-rated movie like The Legend of Sleepy Hollow?
The Legend of Sleepy Hollow (1949), rated 7.4/10 by 302 TMDB users.
What is the newest movie like The Legend of Sleepy Hollow?
Pocongdorie (2025) is the most recent release on this list.
Are there English movies like The Legend of Sleepy Hollow?
Yes: Halloween with the New Addams Family (1977), Scary Godmother: The Revenge of Jimmy (2005) and Scary Godmother: Halloween Spooktakular (2003).
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.