Sort by Popularity - Most Popular Movies and TV Shows tagged with keyword "legendary-character"
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1. 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: 383,876 | Gross: $101.07M
2. Holmes & Watson (2018)
PG-13 | 90 min | Comedy, Crime, Mystery
A humorous take on Sir Arthur Conan Doyle's classic mysteries featuring Sherlock Holmes and Doctor Watson.
Director: Etan Cohen | Stars: Will Ferrell, John C. Reilly, Ralph Fiennes, Rebecca Hall
Votes: 39,392 | Gross: $30.57M
3. The Shootist (1976)
PG | 100 min | Drama, Romance, Western
A dying gunfighter spends his last days looking for a way to die with a minimum of pain and a maximum of dignity.
Director: Don Siegel | Stars: John Wayne, Lauren Bacall, Ron Howard, James Stewart
Votes: 26,824
4. Barbarosa (1982)
PG | 90 min | Comedy, Drama, Romance
An inexperienced farm boy hooks up with a legendary outlaw in Mexico and both are soon on the run from the law, Mexican bandits, and two families bent on revenge.
Director: Fred Schepisi | Stars: Willie Nelson, Gary Busey, Isela Vega, Gilbert Roland
Votes: 2,072 | Gross: $1.74M
5. Sweet Dreams (1985)
PG-13 | 115 min | Biography, Drama, Music
The story of Patsy Cline, the velvet-voiced country music singer who died in a tragic plane crash at the height of her fame.
Director: Karel Reisz | Stars: Jessica Lange, Ed Harris, Ann Wedgeworth, David Clennon
Votes: 5,388 | Gross: $9.09M
6. Bigfoot and Wildboy (1977– )
30 min | Adventure
Wildboy, an orphan who was raised in the wilderness of the Pacific Northwest by the legendary Sasquatch. Wildboy and Bigfoot roamed the countryside stomping out pollution, capturing diabolical villains, and rescuing those in distress.
Stars: Ray Young, Joseph Butcher, Yvonne Regalado, Monika Ramirez
Votes: 162
7. 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: 5,820
8. 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: 1,187
9. 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
10. 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
11. The True Story of Jesse James (1957)
Approved | 92 min | Biography, Crime, Drama
Biopic loosely based on the last 18 years of Jesse James' life and focused on the relationship between brothers Jesse and Frank James.
Director: Nicholas Ray | Stars: Robert Wagner, Jeffrey Hunter, Hope Lange, Agnes Moorehead
Votes: 1,695
12. 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
13. The Directive (2019)
113 min | Action, Comedy, Sci-Fi
One year after a catastrophic pandemic wipes out most of humanity, a lone survivor embarks on a journey to find Safe Zone 57 with the help of a broken robot.
Director: Alexander Raye Pimentel | Stars: Hannah Pimentel, Nicholas Winand, Kyle Abraham, Hashim Gari
Votes: 1,315
14. 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: 517
15. 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
16. 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
17. Return of the Plainsman (1953)
Approved | 62 min | Action, Western
The first of two commercially successful collaborations between Rafferty and Robinson is an Australian western in which Rafferty plays a legendary bushman known as the Sundowner who, with ... See full summary »
Director: Lee Robinson | Stars: Chips Rafferty, Henry Murdoch, Victoria Shaw, Max Osbiston
Votes: 21
18. Phyllis Diller: Not Just Another Pretty Face (2007 Video)
Not Rated | 60 min | Comedy
Highlighting some of her best routines, Phyllis Diller charms the screen with her iconic brand of comedy. From housekeeping to marriage tips, Phyllis tells all in her self deprecating, cackling sense of humor.
Stars: Phyllis Diller, Dean Martin, Don Rickles, Terry-Thomas
Votes: 13
19. Ngurunderi: A Ngarrindjeri Dreaming (1987 Video)
10 min | Documentary, Short, Drama
Director: Max Pepper | Stars: Jnr. Henry Rankine, Margaret Rankine, Maxwell Rankine, Susan Rankine
20.
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
21.
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: 630
22.
The Scooby-Doo/Dynomutt Hour (1976–1978)
Episode:
The Headless Horseman of Halloween
(1976)
TV-G | 60 min | Animation, Adventure, Comedy
In Sleepy Hollow, the gang investigates the legendary Headless Horseman when he shows up at a Halloween costume party at Crane Manor.
Director: Charles Nichols | Stars: Daws Butler, Joan Gerber, Bob Holt, Casey Kasem
Votes: 220
23.
The Real Ghostbusters (1986–1991)
Episode:
The Headless Motorcyclist
(1987)
TV-Y7 | 30 min | Animation, Action, Comedy
A man who Peter had a quarrel with the night before over a girl is attacked by a headless biker. The cops think Peter send the ghost to attack him. The Ghostbusters must prove their innocence by catching it. Is the girl involved?
Stars: Arsenio Hall, Maurice LaMarche, Lorenzo Music, Laura Summer
Votes: 91
24.
Ghost Whisperer (2005–2010)
Episode:
Head Over Heels
(2009)
TV-PG | 44 min | Drama, Fantasy
Melinda must face the Headless Horseman at Halloween.
Director: Steven Robman | Stars: Jennifer Love Hewitt, David Conrad, Christoph Sanders, Jamie Kennedy
Votes: 202
25.
Gunslingers (2014– )
Episode:
Bass Reeves: The Real Lone Ranger
(2015)
Drama, Western
Star: David Robbins
26.
The Funky Phantom (1971–1972)
Episode:
The Headless Horseman
(1971)
TV-G | 23 min | Animation, Comedy, Family
When the Looney Duney gets a flat tire in Sleepy Hollow, the gang must walk to town while avoiding the Headless Horseman.
Directors: Joseph Barbera, William Hanna | Stars: Julie Bennett, Daws Butler, Tommy Cook, Jerry Dexter
Votes: 9
27.
Gun Gurus (2014– )
Episode:
The Guns of Bass Reeves
(2016)
Reality-TV
Stars: Philip Schreier, Jim Supica, Doug Wicklund
28.
Timeless (2016–2018)
Episode:
The Murder of Jesse James
(2017)
Not Rated | 42 min | Action, Adventure, Drama
After Flynn joins forces with an outlaw in the Old West, the team enlist the help of two lawmen to track them down.
Director: John F. Showalter | Stars: Abigail Spencer, Matt Lanter, Malcolm Barrett, Paterson Joseph
Votes: 1,485
29.
Tales of the Wild West (2017– )
Episode:
Bass Reeves and the Brunter Brothers
(2017)
13 min | Western
U.S. Deputy Marshal Bass Reeves and lawman Wyatt Earp set out to find the notorious outlaw gang The Brunter Brothers.
Director: Wayne Shipley | Stars: Guy Davis, Richard Cutting, Prentiss Searles, Bob Brown
Votes: 5