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The Legend of Sleepy Hollow
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The Legend of Sleepy Hollow

The headless horseman rides again.
59
User Score25 ratings
TMDB 5.916+19991h 45mEnglish
FantasyHorrorMystery

Synopsis

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

Director
Pierre GangFrom TMDB credits
Studio
Release
October 23, 1999Released
Box Office

Top Cast

8 of 21
Brent Carver
Brent Carver
Ichabod Crane
Rachelle Lefevre
Rachelle Lefevre
Katrina Van Tassle
Vlasta Vrana
Vlasta Vrana
Mr. Van Tassle
Kathleen Fee
Kathleen Fee
Mrs. Van Tassle
Paul Lemelin
Brom Bones
Michel Perron
Michel Perron
Mr. Van Ripper
Dawn Ford
Dawn Ford
Mrs. Van Ripper
Lisa Bronwyn Moore
Lisa Bronwyn Moore
Mrs. Van Ecke

Trailers & Photos

Reviews

From TMDB users
Wuchak
Apr 17, 2025

**_The television version is faithful to the classic tale compared to Depp’s “Sleepy Hollow”_** In 1791, a charismatic but pompous schoolmaster from Hartford, Ichabod Crane (Brent Carver), arrives in the hamlet of Tarrytown, 26 miles north of Manhattan. He wastes no time in vying for the hand of the lovely Katrina (Rachelle Lefevre), but is opposed by the blacksmith, Brom Bones (Paul Lemelin). In the background is the scary legend of a spectral Hessian, who lost his head in the Revolutionary War. "The Legend of Sleepy Hollow” (1999) details the 1820 short story by Washington Irving and debuted on television four weeks before the release of Tim Burton’s “Sleepy Hollow.” It follows Irving’s tale pretty closely whereas Burton’s movie was a dynamic reimagining. Obviously, the latter is the more all-around entertaining film with its blockbuster budget, but this one is effective enough for those interested in the original story and don’t mind TV-budgeted limitations. Redhead Rachelle was 20 during shooting and a highlight. I also enjoyed the going back in time to the 1790’s and getting an idea of what life was like in the Northeast back then. It runs 1 hour, 31 minutes, and was shot in Montréal, Québec. GRADE: B

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