Movies Like The Headless Horseman

If you liked The Headless Horseman (1922), a horror and adventure movie directed by Edward D. Venturini, 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
Wolves (2014)
★ 5.9/10Also horror
The coming-of-age story of Cayden Richards. Forced to hit the road after the murder of his parents, Cayden wanders lost without purpose... Until he meets a certifiable lunatic named Wild Joe who sets him on a path to…
2
Primeval (2007)
★ 6.2/10Also adventure and horror
A news team is sent to Burundi to capture and bring home a legendary 25-foot crocodile. Their difficult task turns potentially deadly when a warlord targets them for death.
3
The Warrior's Way (2010)
★ 6.6/10Also adventure
A warrior-assassin is forced to hide in a small town in the American Badlands after refusing a mission.
4
Die Alone (2024)
★ 6.5/10Also horror
Lost in a world reclaimed by nature and overrun by mysterious creatures, Ethan, a young man with amnesia navigates the dangerous landscape in search of his lost love Emma. His journey takes an unexpected turn when he…
5
Momo (2025)
★ 7.1/10Also adventure
Momo is a young orphan girl who lives in the ruins of an old Roman amphitheater and becomes friends with everybody in the neighborhood. But when a powerful international corporation starts stealing everybody’s time…
6
Sleepy Hollow (1999)
★ 7.2/10Also horror
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…
7
Deep Water (2026)
★ 7.4/10Also horror and adventure
A group of international passengers on a flight from Los Angeles to Shanghai is forced to make an emergency landing in shark-infested waters. The terrified group is forced to work together and overcome their…
8
The Curse of Buckout Road (2017)
★ 6.6/10Also horror
A college class project on creation and destruction of modern myth, turns terrifying when a trio of young people come to realize the urban legends surrounding the famed Buckout Road may, in fact, be REAL.
9
Scary Stories to Tell in the Dark (2019)
★ 6.5/10Also horror
Mill Valley, Pennsylvania, Halloween night, 1968. After playing a joke on a school bully, Stella and her friends decide to sneak into a supposedly haunted house that once belonged to the powerful Bellows family…
10
Daylight's End (2016)
★ 5.8/10Also horror
Years after a mysterious plague has devastated the planet and turned most of humanity into blood-hungry creatures, a rogue drifter on a vengeful hunt stumbles across a band of survivors in an abandoned police station…
11
Dragonheart: Vengeance (2021)
★ 6.8/10Also adventure
Lukas, a young farmer whose family is killed by savage raiders in the countryside, sets out on an epic quest for revenge, forming an unlikely trio with a majestic dragon and a swashbuckling, sword-fighting mercenary…
12
Dark Harvest (2023)
★ 6.1/10Also horror
In a small Midwestern town, a deadly annual ritual unfolds when the mythical nightmare, Sawtooth Jack, rises from the cornfields and challenges the town’s teenage boys in a bloody battle of survival.
13
Chupa (2023)
★ 6.3/10Also adventure
While visiting family in Mexico, a lonely boy befriends a mythical creature hiding on his grandfather's ranch and embarks on the adventure of a lifetime.
14
Extinction (2015)
★ 6.4/10Also horror
And suddenly, overnight, the world came to a halt. Two men, two survivors, one kid, and hatred that separates them. A place forgotten by everyone, including the creatures that inhabit the Earth... until now.
15
Silver Bullet (1985)
★ 6.7/10Also horror
The small city of Tarker's Mills is startled by a series of sadistic murders. The population fears the work of a maniac, but sightings of a mysterious, hairy creature soon spread. People lock themselves up at night…
16
Basilisk: The Serpent King (2006)
★ 6.2/10Also horror
Two millennia ago, a Lybian king has a basilisk (snake-shaped dragon), which petrifies people, subjected to the same fate with a golden scepter during a solar eclipse. Both these and several victims are dug up by…
17
Kings of the Sun (1963)
★ 6.2/10Also adventure
In order to flee from powerful enemies, young Mayan king Balam leads his people north across the Gulf of Mexico to the coast of what will become the United States. They build a home in the new land but come into…
18
Babylon 5: The Legend of the Rangers - To Live and Die in Starlight (2002)
★ 6/10Also adventure
After being punished for retreat from combat, Ranger David Martel is given command of the Liandra, a haunted 20-year old Minbari fighting ship. He's escorting ambassadors to a secret archaeological site, the oldest…
19
The Adventures of Ichabod and Mr. Toad (1949)
★ 6.5/10Also horror
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.
20
The 355 (2022)
★ 6/10Also adventure
A group of top female agents from American, British, Chinese, Colombian, and German government agencies are drawn together to try and stop an organization from acquiring a deadly weapon to send the world into chaos.