Movies Like The Legend of Sleepy Hollow

If you liked The Legend of Sleepy Hollow (1972), a animation and horror movie directed by Sam Weiss, 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 Fantastic Flying Books of Mr. Morris Lessmore (2012)
★ 7.4/10Also animation
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.
2
Monster High: Friday Night Frights (2012)
★ 7.8/10Also animation
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.
3
Far from the Tree (2021)
★ 8.1/10Also animation
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.
4
Night of the Animated Dead (2021)
★ 6.1/10Also animation and horror
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.
5
Cranston Academy: Monster Zone (2020)
★ 6/10Also animation and horror
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.
6
DC Showcase: The Phantom Stranger (2020)
★ 6.7/10Also animation and horror
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.
7
Monster High: Scaris City of Frights (2013)
★ 7.8/10Also animation
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.
8
Pigeon: Impossible (2009)
★ 6.5/10Also animation
The tale of Walter, a rookie secret agent faced with a problem seldom covered in basic training: what to do when a curious pigeon gets trapped inside your multi-million dollar, government-issued nuclear briefcase.
9
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.
10
Inception: The Cobol Job (2010)
★ 7.2/10Also animation
Cobb, Arthur and Nash are enlisted by Cobol Engineering.
11
Monster High: Ghouls Rule (2012)
★ 6.9/10Also animation
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…
12
DC Showcase - Constantine: The House of Mystery (2022)
★ 6.8/10Also animation and horror
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…
13
The Tell-Tale Heart (1953)
★ 7.2/10Also animation and horror
A man's sanity is a point of contention as he confesses to murdering an elderly man, driven by the victim's pale blue 'vulture eye', culminating in guilt-induced auditory hallucinations of the victim's beating heart.
14
The Spine of Night (2021)
★ 6/10Also animation and horror
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.
15
Pixar Short Films Collection: Volume 1 (2007)
★ 7.9/10Also animation
Experience these masterpieces of storytelling from the creative minds that brought you Toy Story, Monsters, Inc., Finding Nemo and many more. With revolutionary animation, unforgettable music and characters you love…
16
The Maker (2011)
★ 7.5/10Also animation
A strange creature races against time to make the most important and beautiful creation of his life.
17
PAW Patrol: Jet to the Rescue (2020)
★ 7.1/10Also animation
A royal relative steals a gem with the power to make things fly, the Paw Patrol takes to the skies to stop him and save Barkingburg.
18
Tome of the Unknown (2013)
★ 7.3/10Also animation
Wirt and Gregory are brothers who get tired of walking, so, they borrow a car from a romantic songster made of vegetables.
19
How to Train Your Dragon: Homecoming (2019)
★ 8/10Also animation
It's been ten years since the dragons moved to the Hidden World, and even though Toothless doesn't live in New Berk anymore, Hiccup continues the holiday traditions he once shared with his best friend. But the Vikings…
20
Tales of the Black Freighter (2009)
★ 6.6/10Also animation and horror
A mariner survives an attack from the dreaded pirates of the Black Freighter, but his struggle to return home to warn it has a horrific cost.