Sort by Popularity - Most Popular Movies and TV Shows tagged with keyword "headless-horseman"
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1. Gladiator (2000)
R | 155 min | Action, Adventure, Drama
A former Roman General sets out to exact vengeance against the corrupt emperor who murdered his family and sent him into slavery.
Director: Ridley Scott | Stars: Russell Crowe, Joaquin Phoenix, Connie Nielsen, Oliver Reed
Votes: 1,620,924 | Gross: $187.71M
2. The Green Knight (2021)
R | 130 min | Adventure, Drama, Fantasy
A fantasy retelling of the medieval story of Sir Gawain and the Green Knight.
Director: David Lowery | Stars: Dev Patel, Alicia Vikander, Joel Edgerton, Sarita Choudhury
Votes: 118,085
3. Shrek 2 (2004)
PG | 93 min | Animation, Adventure, Comedy
Shrek and Fiona travel to the Kingdom of Far Far Away, where Fiona's parents are King and Queen, to celebrate their marriage. When they arrive, they find they are not as welcome as they thought they would be.
Directors: Andrew Adamson, Kelly Asbury, Conrad Vernon | Stars: Mike Myers, Eddie Murphy, Cameron Diaz, Julie Andrews
Votes: 505,214 | Gross: $436.47M
4. Sleepy Hollow (2013–2017)
TV-14 | 45 min | Action, Adventure, Crime
Ichabod Crane is resurrected and pulled two and a half centuries through time to unravel a mystery that dates all the way back to the founding fathers.
Stars: Tom Mison, Lyndie Greenwood, Nicole Beharie, Orlando Jones
Votes: 64,228
5. Sleepy Hollow (1999)
R | 105 min | Fantasy, Horror, Mystery
Ichabod Crane is sent to Sleepy Hollow to investigate the decapitations of three people; the culprit is legendary apparition The Headless Horseman.
Director: Tim Burton | Stars: Johnny Depp, Christina Ricci, Miranda Richardson, Michael Gambon
Votes: 384,013 | Gross: $101.07M
6. Shrek the Third (2007)
PG | 93 min | Animation, Adventure, Comedy
Reluctantly designated as the heir to the land of Far, Far Away, Shrek hatches a plan to install the rebellious Artie as the new king while Princess Fiona tries to fend off a coup d'état by the jilted Prince Charming.
Directors: Chris Miller, Raman Hui | Stars: Mike Myers, Cameron Diaz, Eddie Murphy, Antonio Banderas
Votes: 332,630 | Gross: $320.71M
7. Konosuba: God's Blessing on This Wonderful World! (2016–2024)
TV-14 | 24 min | Animation, Adventure, Comedy
It was a happy day for Kazuma - right up to the moment he died. A goddess intervenes and offers him a second chance in a magical land.
Stars: Jun Fukushima, Sora Amamiya, Rie Takahashi, Ai Kayano
Votes: 14,730
8. Once Upon a Studio (2023)
G | 9 min | Animation, Short, Comedy
An all-star ensemble of beloved characters from Walt Disney Animation Studios come together for a joyful, entertaining and emotional reunion as they assemble for a spectacular group photo to mark Disney's 100th anniversary.
Directors: Dan Abraham, Trent Correy | Stars: Scott Adsit, Stan Alexander, Stephen J. Anderson, Tony Anselmo
Votes: 6,749
9. The Adventures of Ichabod and Mr. Toad (1949)
Approved | 68 min | Animation, Comedy, Family
An animated adaptation of "The Wind in the Willows" followed by an adaptation of "The Legend of Sleepy Hollow".
Directors: James Algar, Clyde Geronimi, Jack Kinney | Stars: Bing Crosby, Basil Rathbone, Eric Blore, John McLeish
Votes: 17,897
10. Scooby-Doo and the Goblin King (2008 Video)
Not Rated | 75 min | Animation, Adventure, Comedy
Scooby-Doo and Shaggy must go into the underworld ruled by the Goblin King in order to stop a mortal named The Amazing Krudsky who wants power and is a threat to their pals, Fred, Velma and Daphne.
Director: Joe Sichta | Stars: Frank Welker, Casey Kasem, Grey Griffin, Mindy Cohn
Votes: 3,570
11. The Legend of Sleepy Hollow (1949)
Approved | 34 min | Animation, Short, Comedy
In a small town, a brewing romantic rivalry with a local tough and a school-teacher culminates in a terrifying ride in the night.
Directors: Clyde Geronimi, Jack Kinney | Stars: Bing Crosby, Billy Bletcher, Pinto Colvig, Jud Conlon's Rhythmaires
Votes: 5,824
12. Scooby-Doo Meets the Boo Brothers (1987 TV Movie)
Not Rated | 93 min | Animation, Adventure, Comedy
After the death of Shaggy's Uncle Beaureguard, he, Scooby, and Scrappy arrive at his uncle's plantation to collect the inheritance. But as soon as they arrive, they find it is haunted by ... See full summary »
Directors: Paul Sommer, Carl Urbano, Ray Patterson | Stars: Don Messick, Casey Kasem, Sorrell Booke, William Callaway
Votes: 5,027
13. Mickey's House of Villains (2002 Video)
TV-G | 68 min | Animation, Comedy, Family
When villains come to Mickey's House of Mouse, he and his friends attempt to keep the show running.
Directors: Jamie Mitchell, Rick Calabash, Tony Craig, Bobs Gannaway, Burt Gillett, Jack Hannah, Jack King, Mike Moon | Stars: Wayne Allwine, Tony Anselmo, Jeff Bennett, Susanne Blakeslee
Votes: 4,184
14. The Legend of Sleepy Hollow (1980 TV Movie)
PG | 104 min | Comedy, Fantasy, Horror
Angered that Katrina has grown fond of schoolmaster Crane, Brom Bones determines to scare off the interloper by filling his head with spooky tales of a Headless Horseman. Crane disparages ... See full summary »
Director: Henning Schellerup | Stars: Jeff Goldblum, Paul Sand, Meg Foster, Laura Campbell
Votes: 835
15. The Hollow (2004 TV Movie)
R | 83 min | Fantasy, Horror, Thriller
After the local ghost story is told to a pre-Halloween crowd, the eve's full of pranks and teenagers disappear at the graveyard. It continues on Halloween. Is the legend true?
Director: Kyle Newman | Stars: Kevin Zegers, Kaley Cuoco, Nick Carter, Ben Scott
Votes: 2,194
16. The Legend of Sleepy Hollow (1999 TV Movie)
TV-PG | 105 min | Adventure, Horror, Mystery
Ichabod Crane, a Yankee wanderer, arrives in Sleepy Hollow and becomes the new schoolmaster. He meets Katrina Van Tassel, and blissfully fantasizes about how he can marry her, ultimately ... See full summary »
Director: Pierre Gang | Stars: Brent Carver, Rachelle Lefevre, Vlasta Vrana, Kathleen Fee
Votes: 1,188
17. Lego Scooby-Doo!: Haunted Hollywood (2016 Video)
Not Rated | 75 min | Animation, Comedy, Family
The Scooby gang try to rescue an old movie studio, which is not only threatened by developers, but a series of movie monsters too.
Director: Rick Morales | Stars: Frank Welker, Matthew Lillard, Grey Griffin, Kate Micucci
Votes: 1,555
18. Tees Maar Khan (2010)
Not Rated | 135 min | Comedy, Crime
Posing as a movie director, a conman attempts to trick an entire village into helping him rob a treasure-laden train.
Director: Farah Khan | Stars: Akshay Kumar, Katrina Kaif, Akshaye Khanna, Rajiv Laxman
Votes: 14,181 | Gross: $1.08M
19. Daffy Duck's Quackbusters (1988)
G | 72 min | Animation, Action, Adventure
Daffy Duck opens a detective agency for the supernatural along side his Looney Toon buddies.
Directors: Greg Ford, Friz Freleng, Chuck Jones, Terry Lennon, Robert McKimson, Maurice Noble | Stars: Mel Blanc, Mel Tormé, Roy Firestone, B.J. Ward
Votes: 2,672
20. The Smurfs: The Legend of Smurfy Hollow (2013 TV Movie)
G | 22 min | Animation, Adventure, Comedy
When Brainy Smurf is favored to win the annual Smurfberry Hunt, Gutsy Smurf sets out to discover how Brainy wins every year. Gutsy’s investigation takes him into spooky Smurfy Hollow.
Director: Stephan Franck | Stars: Jack Angel, Fred Armisen, Hank Azaria, Gary Basaraba
Votes: 981
21. Thriller Night (2011)
TV-Y7 | 6 min | Animation, Short, Comedy
Shrek is bored on Halloween, and wants to have something scary. The power of Thriller gives him more than he bargained for.
Directors: Sean Bishop, Gary Trousdale | Stars: Michael Gough, Dean Edwards, Holly Fields, André Sogliuzzo
Votes: 1,048
22. The 82nd Annual Academy Awards (2010 TV Special)
TV-14 | 217 min | Comedy, Music, Reality-TV
Steve Martin and Alec Baldwin host the Oscars.
Directors: Hamish Hamilton, Anne Fletcher, Richard A. Preuss, Pete Docter, Henry Selick | Stars: Dakota Fanning, Keanu Reeves, Ryan Reynolds, Jake Gyllenhaal
Votes: 1,854
23. The Night of the Headless Horseman (1999 TV Movie)
63 min | Animation, Horror
In this classic tale based on "The Legend of Sleepy Hollow," Ichabod Crane, the town's new schoolmaster, is instantly enamored with Katrina Van Tassel, but he must compete for her love with... See full summary »
Director: Shane Williams | Stars: Jeff Bennett, Clancy Brown, Tia Carrere, Debi Derryberry
Votes: 319
24. The Ghost of Anne Boleyn (2024)
46 min | Documentary
Every year on a night in May, the centuries-old tale goes, the spectre of Anne Boleyn rided up to Blickling Hall in a coach driven by a headless horseman, dressed in pure white, drenched in blood from her decapitated head in her lap.
Director: Oliver Elphick | Stars: Owen Emmerson, Ivan Eyre, Elizabeth Norton
25. Wicked Woods: A Descendants Halloween Story (2019 TV Special)
5 min | Animation, Short
On Halloween night, Mal, Evie, Carlos, and Jay wander into some wicked woods and have a frightful time.
Director: Melissa Goodwin Shepherd | Stars: Cameron Boyce, Dove Cameron, Sofia Carson, China Anne McClain
Votes: 64
26. Curse of the Headless Horseman (1972)
PG | 75 min | Horror
A phantom horseman who appears every night with a human head tucked under his arm lets it be known that he is searching for eight gunfighters.
Director: John Kirkland | Stars: Ultra Violet, Marland Proctor, Claudia Reame, Don Carrara
Votes: 481
27. El jinete sin cabeza (1957)
91 min | Horror, Western, Mystery
A mysterious horseman has arrived in a town, the local people talk about local legends of a gunman come from hell. The gangs of criminals are terrified because they know that confronting him is going to certain death.
Director: Chano Urueta | Stars: Luis Aguilar, Flor Silvestre, Jaime Fernández, Pascual García Peña
Votes: 57
28. Disney's Halloween Treat (1984 Video)
Unrated | 47 min | Animation, Family
Contains memorable scenes from "Snow White and the Seven Dwarfs," "Fantasia," "Lady and the Tramp," "Peter Pan," "One Hundred and One Dalmatians," and "The Sword in the Stone."
Directors: Clyde Geronimi, Burt Gillett, David Hand, Jack Hannah, Wilfred Jackson, Jack King, Jack Kinney, John Lounsbery, Hamilton Luske, Charles Nichols, Wolfgang Reitherman, Bill Roberts, Art Stevens | Stars: Bobby Driscoll, Peggy Lee, Bing Crosby, Cate Bauer
Votes: 379
29. The Headless Horseman (1922)
Not Rated | 75 min | Comedy, Drama, Horror
The village of Sleepy Hollow is getting ready to greet the new schoolteacher, Ichabod Crane, who is coming from New York City. Crane has already heard of the village's legendary ghost, a ... See full summary »
Director: Edward D. Venturini | Stars: Will Rogers, Lois Meredith, Ben Hendricks Jr., Charles E. Graham
Votes: 361
30. The Legend of Sleepy Hollow (1972)
G | 13 min | Animation, Short
John Carradine narrates the Washington Irving story of Ichabod Crane and the Headless Horseman.
Director: Sam Weiss | Star: John Carradine
Votes: 155
31. Sleepy Hollow High (2000)
81 min | Horror, Mystery
5 teenagers are forced to clean up the woods of Sleepy Hollow, but one by one they are decapitated by a man with a jack-o-lantern mask and a sword, but who could it be?
Directors: Chris Arth, Kevin Summerfield | Stars: Meagan Adele Lopez, Ruben Brown, Antonio Benedict, Wendy Donigian
Votes: 518
32. The Haunted Pumpkin of Sleepy Hollow (2002 Video)
Not Rated | 47 min | Animation, Comedy, Family
It's Halloween and friends Nick and Kate are on a mission to find the biggest pumpkin in the patch. Unfortunately, the pumpkin they choose is haunted by the ghost of the Headless Horseman, and he wants his head back.
Stars: Joanna Ruiz, Jules de Jongh, Eric Meyers, Tom Clarke Hill
Votes: 141
33. El Charro de las Calaveras (1965)
79 min | Action, Horror, Mystery
Episodic film in which a masked hero combats a trio of classic monsters.
Director: Alfredo Salazar | Stars: Dagoberto Rodríguez, David Silva, Alicia Caro, Pascual García Peña
Votes: 197
34. The Legend of Sleepy Hollow (1912)
Short, Comedy, Drama
Here is the heart-rending narrative of Ichabod Crane, the schoolmaster of Sleepy Hollow, and his strenuous courtship, the quilting bee, the village dance, the bragging of Ichabod and the ... See full summary »
Director: Étienne Arnaud | Stars: Alec B. Francis, John G. Adolfi, Dorothy Gibson, Louis R. Grisel
Votes: 18
35. The New Misadventures of Ichabod Crane (1979 TV Movie)
30 min | Animation, Adventure, Comedy
Sleepy Hollow, a town plagued by the Headless Horseman, hires the most educated person they can find to fight him - Ichabod Crane. He, talking horse and dog, and Rip van Winkle go on the quest. But the Horseman has a secret.
Director: Vic Atkinson | Stars: Kreskin, Pat Buttram, George Lindsey, Larry D. Mann
Votes: 46
36. Ichabod! (2004)
70 min | Family, Musical
Katrina Van Tassel must come to a heart-wrenching decision: should she marry the schoolmaster Ichabod Crane (whom her parents have deemed worthy of her hand), or should she remain truthful ... See full summary »
Director: Rick Ramage | Stars: Peter O'Meara, Nathan Anderson, Bob Gunton, Charisse Stewart
Votes: 53
37. Sleepy Hollow: Behind the Legend (2001 Video)
29 min | Documentary, Short, Horror
Director: Toby Reisz | Stars: Peter Cullen, Tim Burton, Christina Ricci, Johnny Depp
Votes: 282
38. The Headless Horseman (1934)
Approved | 9 min | Animation, Short
Ichabod Crane has been invited to Katrina Van Tassel's Party while reading about the Headless Horseman of Sleepy Hollow.
Directors: Ub Iwerks, Shamus Culhane, Al Eugster
Votes: 146
39. Unhallowed (II)
Thriller | Announced
In a town enamored with its own "Unhallowed Horseman" legend, a distraught teenage boy must come to terms with his own demons and perhaps the Horseman himself.
Director: Jude S. Walko
40. Halloween's Most Extreme (2007 TV Movie)
TV-PG | 60 min | Documentary
Stars: Mason Pettit, Nicole Apelian, Ben Armstrong, Jim Beauchemin
Votes: 12
41. Andrew Sawyer's Ichabod (2007)
45 min | Romance
In this classic retelling of Washington Irving's, "The Legend of Sleepy Hollow" director, Andrew Sawyer and writer Allison Lahikainen bring a stage feel to the screen. When Ichabod Crane, ... See full summary »
Director: Andrew Sawyer | Stars: Sal Lizard, Christina Rondano, V Nigel Taylor
42. Scribblenauts Unlimited (2012 Video Game)
E10+ | Adventure, Fantasy
Maxwell must collect starites by helping people around the world in order to save Lily from turning into stone
Director: Jeremiah Slaczka
Votes: 164
43. DPTV Networks Visits Horseman's Hollow (2012 TV Special)
45 min
DPTV Networks presents..
Director: Lance Hallowell | Stars: Katie Donovan, Amanda Kay Howell, Stephanie Lalor, Jason Liles
45.
Are You Afraid of the Dark? (1990–2000)
Episode:
The Tale of the Midnight Ride
(1994)
Not Rated | 22 min | Drama, Fantasy, Horror
Ian Matthews arrives in the legendary town of Sleepy Hollow where he meets a new girlfriend, the tough guy and the notorious Headless horseman
Director: D.J. MacHale | Stars: Tighe Swanson, Rachel Wilson, François Gauthier, Arthur Holden
Votes: 667
46.
Charmed (1998–2006)
Episode:
The Legend of Sleepy Halliwell
(2004)
TV-PG | 42 min | Drama, Fantasy, Mystery
The Charmed Ones learn about Magic School and have to determine which magical student has summoned the Headless Horseman who is beheading teachers.
Director: Jon Paré | Stars: Alyssa Milano, Rose McGowan, Holly Marie Combs, Brian Krause
Votes: 631
47.
The Chronicle (2001–2002)
Episode:
Bring Me the Head of Tucker Burns
(2001)
Comedy, Horror, Sci-Fi
Wes and Grace investigate the serial killings committed by a headless biker wearing a jack-o'-lantern helmet, who decapitates seemingly random people with his sword. Tucker and Kristen go on a date.
Director: Sanford Bookstaver | Stars: Chad Willett, Casey Biggs, Len Cordova, Elaine Hendrix
Votes: 9
48.
The Magical World of Disney (1954–1997)
Episode:
The Legend of Sleepy Hollow
(1955)
Unrated | 60 min | Adventure, Drama, Family
Features The Legend of Sleepy Hollow (1949), originally from The Adventures of Ichabod and Mr. Toad (1949).
Director: James Algar | Stars: Bing Crosby, John Dehner, Walt Disney
Votes: 58
49.
Kolchak: The Night Stalker (1974–1975)
Episode:
Chopper
(1975)
TV-PG | 51 min | Horror, Mystery, Thriller
Land development disturbs the final resting place of a headless, sword-wielding cyclist who hunts down and beheads the rival gang bikers who killed him.
Director: Bruce Kessler | Stars: Darren McGavin, Simon Oakland, Larry Linville, Art Metrano
Votes: 470
50.
Little House on the Prairie (1974–1983)
Episode:
The Monster of Walnut Grove
(1976)
TV-PG | 50 min | Drama, Family, Romance
Passing the Oleson's house while out with Mary for a night of window soaping on a spooky Halloween eve, Laura hears a loud argument and peers in the window just in time to witness Mr. ... See full summary »
Director: William F. Claxton | Stars: Michael Landon, Karen Grassle, Melissa Gilbert, Melissa Sue Anderson
Votes: 338