Movies Like The Legend of Sleepy Hollow

If you liked The Legend of Sleepy Hollow (1949), a family and animation movie directed by Clyde Geronimi and Jack Kinney, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
The Smurfs: The Legend of Smurfy Hollow (2013)
★ 6.9/10Also animation and comedy
When Brainy Smurf is favored to win the annual Smurfberry Hunt for the ninth year in a row, Gutsy Smurf sets out to discover how Brainy wins every year. Gutsy’s investigation takes him into spooky Smurfy Hollow–and…
2
The Adventures of Ichabod and Mr. Toad (1949)
★ 6.5/10Also horror and animation
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.
3
Monster High: Friday Night Frights (2012)
★ 7.8/10Also animation and family
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.
4
The Addams Family (2019)
★ 6.6/10Also family and animation
The Addams family's lives begin to unravel when they face-off against a treacherous, greedy crafty reality-TV host while also preparing for their extended family to arrive for a major celebration.
5
Scared Shrekless (2010)
★ 6.8/10Also animation and comedy
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.
6
The Canterville Ghost (2023)
★ 6.7/10Also animation and comedy
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.
7
Monster High: Ghouls Rule (2012)
★ 6.9/10Also animation and family
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…
8
Frankenweenie (2012)
★ 7/10Also animation and comedy
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…
9
The Twits (2025)
★ 5.8/10Also animation and comedy
When the meanest, nastiest villains pull a trick to take over their town, two brave children team up with a family of magical animals to bring them down.
10
Monster Family 2 (2021)
★ 6.6/10Also animation and family
To free Baba Yaga and Renfield from the clutches of Monster Hunter Mila Starr, the Wishbone Family once more transforms into a Vampire, Frankenstein's Monster, a Mummy and a Werewolf but when aided by their three pet…
11
Room on the Broom (2012)
★ 6.7/10Also family and animation
Animated film based on the wonderful children's picture book written by Julia Donaldson and illustrated by Axel Scheffler. The story of a kind witch who invites a surprising collection of animals to join her on her…
12
Olaf's Frozen Adventure (2017)
★ 6.5/10Also animation and family
Olaf is on a mission to harness the best holiday traditions for Anna, Elsa, and Kristoff.
13
Shaun the Sheep: The Beast of Mossy Bottom (2026)
★ 7.3/10Also animation and comedy
On Halloween Eve at Mossy Bottom Farm, excitement turns to dismay when the clumsy Farmer ruins the pumpkin patch. Shaun tries fixing it with science experiments, but things go awry when a wild beast appears in the woods.
14
Revolting Rhymes (2017)
★ 6.9/10Also family and animation
Two half-hour animated films based on the much-loved rhymes written by Roald Dahl and illustrated by Quentin Blake.
15
Night of the Zoopocalypse (2025)
★ 6.7/10Also animation and comedy
A wolf and mountain lion team up when a meteor unleashes a virus turning zoo animals into zombies. They join forces with other survivors to rescue the zoo and stop the deranged mutant leader from spreading the virus.
16
Monster House (2006)
★ 6.7/10Also animation and comedy
Monsters under the bed are scary enough, but what happens when an entire house is out to get you? Three teens aim to find out when they go up against a decrepit neighboring home and unlock its frightening secrets.
17
The Little Vampire 3D (2017)
★ 6.1/10Also comedy and animation
Tony, a thirteen-year-old boy on vacation in rural Germany, is fascinated by the idea of vampires. Meanwhile Rudolph, a vampire of "similar" age (313!), encounters trouble when his clan is threatened by a dangerously…
18
Monster Family (2017)
★ 6/10Also animation and family
The Wishbone family are far from happy. In an attempt to reconnect as a family, they plan a fun night out. However, the plan backfires when they are cursed and all turned into Monsters.
19
The Boxtrolls (2014)
★ 6.7/10Also animation and comedy
An orphaned boy raised by underground creatures called Boxtrolls comes up from the sewers and out of his box to save his family and the town from the evil exterminator, Archibald Snatcher.
20
Mickey's House of Villains (2002)
★ 7.3/10Also family and animation
The villains from the popular animated Disney films are gathered at the House of Mouse with plans to take over. Soon, the villains take over the house and kick out Mickey, Donald and Goofy. It's all up to Mickey and…