Title Matching "Sleepy Hollow" (Sorted by Popularity Ascending)



1. Sleepy Hollow (2013–2017)

TV-14 | 45 min | Action, Adventure, Crime

7.4
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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: 59,378

2. Sleepy Hollow (1999)

R | 105 min | Fantasy, Horror, Mystery

7.3
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65 Metascore

Ichabod Crane is sent to Sleepy Hollow to investigate the decapitations of three people, with the culprit being the legendary apparition, The Headless Horseman.

Director: Tim Burton | Stars: Johnny Depp, Christina Ricci, Miranda Richardson, Michael Gambon

Votes: 347,018 | Gross: $101.07M

3. The Legend of Sleepy Hollow (1949)

Approved | 34 min | Animation, Short, Comedy

7.8
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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: 4,734

4. The Legend of Sleepy Hollow (1999 TV Movie)

105 min | Adventure, Horror, Mystery

5.1
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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: 1,014

5. The Legend of Sleepy Hollow (1980 TV Movie)

PG | 104 min | Comedy, Fantasy, Horror

6.3
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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: 704

6. Legends of Sleepy Hollow (2021– )

Horror

4.4
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New Amazon Prime series that features tales of (sub)urban legends.

Stars: Marilyn Oran, Zora Iman Crews, Steven Wishman, Geoff Burt

Votes: 10

7. Sleepy Hollow High (2000)

81 min | Horror, Mystery

3.1
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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 Lopez, Ruben Brown, Antonio Benedict, Wendy Donigian

Votes: 381

8. The Legend of Sleepy Hollow (1972)

G | 13 min | Animation, Short

6.6
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John Carradine narrates the Washington Irving story of Ichabod Crane and the Headless Horseman.

Director: Sam Weiss | Star: John Carradine

Votes: 67

9. The Haunted Pumpkin of Sleepy Hollow (2003 Video)

Not Rated | 47 min | Animation, Comedy, Family

6.9
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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.

Director: Vong Zeven | Stars: Joanna Ruiz, Jules de Jongh, Eric Meyers, Tom Clarke Hill

Votes: 104

10. Sleepy Hollow (2019 Video)

Comedy

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Director: Molly Deans Paradis | Stars: Jacob Glazer, Cylie Cabrera, Derek Langley, Judah Epps

11. Sleepy Hollow Virtual Reality Experience (2015 Video Game)

Fantasy

7.8
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Star: Tom Mison

Votes: 6

12. Sleepy Hollow: Behind the Legend (2001 Video)

29 min | Documentary, Short, Horror

7.2
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Director: Toby Reisz | Stars: Peter Cullen, Tim Burton, Christina Ricci, Johnny Depp

Votes: 263

13. A Trip to Sleepy Hollow (2009)

Short

6.9
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James Rolfe documents his visit to the village in which Washington Irving based his famous tale "The Legend of Sleepy Hollow" off of.

Director: James Rolfe | Star: James Rolfe

Votes: 36

14. Sleepy Hollow (1911)

Short, Drama

6.2
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It's said "There's no true love without jealousy," yet Henry Taber overstepped the mark in this direction, and, although Tess was the most devoted of wives. Henry saw in every man upon ... See full summary »

Director: Milton J. Fahrney | Star: Albert Brighton

Votes: 17

15. Rip Leaving Sleepy Hollow (1896)

Not Rated | 1 min | Drama, Short

4.4
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A series of short black and white films from director William K.L. Dickson which chronicle the adventures of Rip Van Winkle.

Director: William K.L. Dickson | Star: Joseph Jefferson

Votes: 515

16. The Legend of Sleepy Hollow (1908)

Short, Drama

6.4
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Votes: 27

17. Sleepy Hollow High

Adventure, Horror | Announced

A modern twist on Washington Irving's classic tale

18. The Legend of Sleepy Hollow (2014)

32 min | Short, Drama

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Stars: Frankie Piccione, Elhum Saljooki

19. The Legend of Sleepy Hollow (1912)

Short, Comedy, Drama

6.0
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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: 19

20. Sleepy Hollow Theater (2008–2015)

Horror

6.6
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A hosted horror movie show with Bryan Hogue as Jack Shadow and Ava Hogue as Aura.

Stars: Bryan Hogue, Ava Hogue, Richard Braden

Votes: 6

21. Ichabod - Sketches from Sleepy Hollow (2014)

8 min | Short, Horror

5.8
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Director: Hobey Ford | Star: Hobey Ford

Votes: 8

22. Rabbit Ears: The Legend of Sleepy Hollow (1988 Video)

Animation, Short

9.4
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Votes: 5

23. Glenn Danzig Presents: The Legend of Sleepy Hollow (2005 Video)

12 min | Short, Comedy, Musical

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Stars: Todd, Daniel N. Butler

24. Who's the Ghost in Sleepy Hollow (1977)

90 min | Comedy, Horror, Romance

5.8
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Director: Wen-Hsien Hsu | Stars: Chi-Wing Lau, Bao-Yu Wang, Chi-Yu Chang, Yung-Hsiang Chin

Votes: 8

25. Sleepy Hollow (1921)

Documentary, Short

4.4
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Votes: 6

26. A Journey to Sleepy Hollow (2016)

Documentary, Short

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this Documentary explores the history of the town of Sleepy Hollow and the story by Washington Irving including the legend of the Headless Horseman

Director: Anthony Raus | Star: Hunter Froelich

27. Welcome to Sleepy Hollow (2020)

63 min | Documentary

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"Welcome to Sleepy Hollow" is a feature length documentary chronicling the 2019 Sleepy Hollow Theatre and Arts Park season in Bismarck, ND. This film showcases their three productions with ... See full summary »

Director: Samuel Sprynczynatyk | Stars: Nelson Abrego, Dylan Beck, Michelle Bohlen, Job Christenson

28. Sleepy Hollow Fire (2016)

4 min | Documentary, Short | Completed

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In June of 2015, the Sleepy Hollow a wildfire spread under extreme heat and wind conditions into the Broadview Subdivision of Wenatchee, Washington. More than 30 homes and businesses were lost in a two hour period.

Director: Jeff Ostenson

29. Blockception - Minigames of Sleepy Hollow (2019 Video Game)

Adventure

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Director: William Mackenzie | Star: Jordan Paul Haro

30. The Magical World of Disney (1954–1997)
Episode: The Legend of Sleepy Hollow (1955)

TV-G | 60 min | Adventure, Drama, Family

8.7
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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: 53

31. Shirley Temple's Storybook (1958–1961)
Episode: The Legend of Sleepy Hollow (1958)

30 min | Drama, Family, Fantasy

7.4
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Director: Paul Bogart | Stars: James Bridges, Jimmy Carter, Russell Collins, John Ericson

Votes: 10

32. At the Movies (1986–2010)
Episode: Sleepy Hollow/42 Up/The World Is Not Enough/Mansfield Park/Rosetta (1999)

TV-PG | Talk-Show

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Stars: Roger Ebert, Michaela Pereira

33. Tall Tales & Legends (1985–1988)
Episode: The Legend of Sleepy Hollow (1985)

Comedy, Drama, Family

6.8
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A retell of Washington Irving's 1820 Halloween novel.

Director: Edd Griles | Stars: Ed Begley Jr., Beverly D'Angelo, Charles Durning, Tim Thomerson

Votes: 44

34. Hold Tight! (1982–1987)
Episode: Sleepy Hollow (1987)

Family, Game-Show, Music

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Star: Barbie Wilde

35. LNC (2014)
Episode: Continuum Meets Sleepy Hollow - Out of Time with LNC (2014)

Talk-Show

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What happens when Continuum's future cop and pulled-from-the-past Sleepy Hollow's Ichabod Crane team up? You get some temporal shenanigans.

Stars: Ariel Kasten, Jonathan Strickland

37. Volshebny fonar (2015– )
Episode: Little Sleepy Hollow (2015)

Animation

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38. Dark Toons (2020– )
Episode: Sleepy Hollow (2020)

Animation, Comedy, Horror

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The Halloween classic rides again. Doug gives his thoughts on why this short has stayed with people for so many years. Let's take a look at "Sleepy Hollow" on a new episode of Dark Toons.

Star: Doug Walker

39. The Ryan Hollinger Show (2010– )
Episode: Revisiting The Horror of SLEEPY HOLLOW (2018)

Horror, Talk-Show

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Director: Ryan Hollinger | Star: Ryan Hollinger

40. The Dark Side of NY (2019)
Episode: Sleepy Hollow Cemetery... (2019)

Documentary

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41. Most Haunted (2002– )
Episode: Sleepy Hollow (2008)

44 min | Horror, Reality-TV

4.7
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The name "Sleepy Hollow" is engraved in popular culture and is synonymous with one of the most famous ghost stories in the world, that of the Headless Horseman. The "Most Haunted" team ... See full summary »

Director: Karl Beattie | Stars: Yvette Fielding, Brian Shepherd, Ciarán O'Keeffe, Lesley Smith

Votes: 7

42. Le Ciné-club de M.Bobine (2008– )
Episode: Sleepy Hollow de Tim Burton, l'analyse de M. Bobine (2020)

Short

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Director: Julien Pavageau | Star: Julien Pavageau

43. Scare Fighter 3 (2018–2020)
Escape from Sleepy Hollow Way! (2018 Podcast Episode)

Adventure, Comedy

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Looks like our heroes have found themselves stuck in one eerie neighborhood. Only escaping the street of Sleepy Hollow Way can break the curse. Beware the Headless Horseman.

Stars: Max Brown, Roman Brown, Brady Echols, Ginger Echols

45. The Critic (1994–2001)
Episode: Sleepy Hollow, Pulp Fiction (2001)

TV-14 | 3 min | Animation, Comedy, Drama

6.9
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Jay's date with Jennifer goes awry.

Stars: Jon Lovitz, Nick Jameson, Maurice LaMarche, Valerie Levitt

Votes: 24

46. Movie Nights (2010– )
Episode: Sleepy Hollow High (2011)

Comedy, Family, Fantasy

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Director: Allison Pregler | Star: Allison Pregler

47. Midnight Movie Review (2010– )
Episode: Sleepy Hollow (2011)

Documentary, News

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Sleepy Hollow has reached the number 6 in the Top 25 Best Horror Movies from the '90s.

Director: Dennis Alink | Star: Dennis Alink

48. Destination Fear (2012– )
Episode: Sleepy Hollow/Mystery Hill (2012)

Reality-TV

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Wannabe ghost hunters visit paranormal hot spots, unaware that they've been set up by loved ones to experience staged frightening encounters. In the series premiere, one paranormal ... See full summary »

Director: Kevin Healey | Stars: Lindsay Lyon, Killian Gray, Andy King

49. The Nostalgia Chick (2008–2014)
Episode: Sleepy Hollow (2012)

17 min | Comedy, Fantasy, Romance

8.2
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For this special Halloween episode, Lindsay and her friends take a trip to Sleepy Hollow, New York, which isn't quite as spooky as the movies would lead you to believe, then Lindsay reviews Tim Burton's dark 1999 effort.

Director: Lindsay Ellis | Stars: Lindsay Ellis, Elisa Hansen, Antonella Inserra, Rob Walker

Votes: 15

50. ALF Tales (1988–1990)
Episode: Legend of Sleepy Hollow (1988)

TV-Y | 24 min | Animation, Comedy, Family

6.4
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In this ALF Tales episode, ALF and his friends retell the Legend of Sleep Hollow.

Votes: 9


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