The Legend of Sleepy Hollow Trailer

The Legend of Sleepy Hollow Trailer (1999)

23 October 1999 Fantasy, Drama, Horror 105 mins

Ichabod Crane, a Yankee wanderer, arrives in Sleepy Hollow and becomes the new schoolmaster. He meets Katrina Van Tassel, and blissfully fantasizes about how can marry her, ultimately, inherit her father's rich estate. Her suitor Brom Bones, the blacksmith, wants to scare him away and dresses up as the legendary Headless Horseman. During the prank, the real ghost appears and drives Ichabod off

Watch the official The Legend of Sleepy Hollow 1999 trailer in HD below or find more The Legend of Sleepy Hollow videos on

Watch Full Movie Now

Watch The Legend of Sleepy Hollow Free on Popcorn Time Online

Sorry, we can't find the movie trailer you're looking for.

Either a trailer for this movie has not been released yet, or it was removed following a request from the copyright holder.

Find more trailers


Brent Carver

as Ichabod Crane

Rachelle Lefevre

as Katrina Van Tassle

Vlasta Vrána

as Mr. Van Tassle

Kathleen Fee

as Mrs. Van Tassle

Paul Lemelin

as Brom Bones


Pierre Gang


Steven Hewitt

Steven Hewitt Executive Producer

International Releases Dates

United States 23 October 1999

Similar Trailers

If you liked the The Legend of Sleepy Hollow trailer, you may like these ones:

Jurassic World Trailer (2015)

09 June 2015

Twenty-two years after the events of Jurassic Park, Isla Nublar now features a fully functioning dinosaur theme park, Jurassic World, as originally envisioned by John Hammond.

Mad Max: Fury Road Trailer (2015)

13 May 2015

An apocalyptic story set in the furthest reaches of our planet, in a stark desert landscape where humanity is broken, and most everyone is crazed fighting for the necessities of life.

Sin City: A Dame to Kill For Trailer (2014)

20 August 2014

Some of Sin City's most hard-boiled citizens cross paths with a few of its more reviled inhabitants.

Salt Trailer (2010)

21 July 2010

As a CIA officer, Evelyn Salt swore an oath to duty, honor and country. Her loyalty will be tested when a defector accuses her of being a Russian spy.

The Loft Trailer (2014)

14 October 2014

For five men, the opportunity to share a penthouse in the city -- in which to carry on extramarital affairs -- is a dream come true, until the dead body of an unknown woman turns up.

My Neighbor Totoro Trailer (1988)

16 April 1988

Two sisters move to the country with their father in order to be closer to their hospitalized mother, and discover the surrounding trees are inhabited by Totoros, magical spirits of the forest.

Hot Fuzz Trailer (2007)

14 February 2007

Top London cop PC Nicholas Angel is good. Too good. And to stop the rest of his team from looking bad, he is reassigned to the quiet town of Sandford.

The Call Trailer (2013)

14 March 2013

Jordan Turner (Halle Berry) is an experienced 911 operator but when she makes an error in judgment and a call ends badly, Jordan is rattled and unsure if she can continue.

The Time Traveler's Wife Trailer (2009)

14 August 2009

Due to a genetic disorder, handsome librarian Henry DeTamble involuntarily zips through time, appearing at various moments in the life of his true love, the beautiful artist Clare Abshire.

A Time to Kill Trailer (1996)

24 July 1996

A young lawyer defends a black man accused of murdering two men who raped his 10-year-old daughter, sparking a rebirth of the KKK.

Dial M for Murder Trailer (1954)

29 May 1954

An ex-tennis pro carries out a plot to have his wife murdered after discovering she is having an affair, and assumes she will soon leave him for the other man anyway.

Sea of Love Trailer (1989)

15 September 1989

Seen-it-all New York detective Frank Keller is unsettled - he has done twenty years on the force and could retire, and he hasn't come to terms with his wife leaving him for a colleague.

Popular movie trailers from 1999

These some of the most viewed trailers for movies released in 1999:

Star Wars: Episode I - The Phantom Menace Trailer (1999)

19 May 1999

Anakin Skywalker, a young slave strong with the Force, is discovered on Tatooine. Meanwhile, the evil Sith have returned, enacting their plot for revenge against the Jedi.

The Messenger: The Story of Joan of Arc Trailer (1999)

18 October 1999

In 1429 a teenage girl from a remote French village stood before her King with a message she claimed came from God; that she would defeat the world's greatest army and liberate her country from its political and religious turmoil.

Giulia Trailer (1999)

01 January 1999

Giulia is an independent young woman who is prepared to offer her body and her spirit against all the religious taboos.

Dogma Trailer (1999)

12 November 1999

The latest battle in the eternal war between Good and Evil has come to New Jersey in the late, late 20th Century.

The Blair Witch Project Trailer (1999)

14 July 1999

In October of 1994 three student filmmakers disappeared in the woods near Burkittsville, Maryland, while shooting a documentary.

Deep Blue Sea Trailer (1999)

27 July 1999

On a remote former submarine refueling facility called Aquatica, a team of scientists are searching for a cure for Alzheimer's disease.

Tarzan Trailer (1999)

18 June 1999

Tarzan was a small orphan who was raised by an ape named Kala since he was a child. He believed that this was his family, but on an expedition Jane Porter is rescued by Tarzan.

The Sixth Sense Trailer (1999)

02 August 1999

A psychological thriller about an eight year old boy named Cole Sear who believes he can see into the world of the dead.

My Neighbors the Yamadas Trailer (1999)

17 July 1999

The Yamadas are a typical middle class Japanese family in urban Tokyo and this film shows us a variety of episodes of their lives.

Toy Story 2 Trailer (1999)

30 October 1999

During a garage sale Andy’s mother sells some of Andy’s old things including his favorite toy Woody to a collector.

The Iron Giant Trailer (1999)

06 August 1999

A giant metal machine falls to Earth and frightens the residents of a small town in Maine in 1958, until it befriends a nine-year-old boy named Hogarth and ultimately finds its humanity by unselfishly saving people from their own fears and prejudices.

The Mummy Trailer (1999)

06 May 1999

Dashing legionnaire Rick O'Connell and Beni, his weasel of a companion, stumble upon the hidden ruins of Hamunaptra while in the midst of a battle in 1923, 3,000 years after Imhotep has suffered a fate worse than death; his body will remain undead for all eternity as a punishment for a forbidden love.


Have you watched The Legend of Sleepy Hollow yet? What did you think about it?