

The Night of the Headless Horseman
1999, English. Directed by Shane Williams.
The teacher Ichabod Crane arrives at Sleepy Hollow town and immediately falls in love with Katrina Van Tassel. Ichabold is intelligent, but weak and coward, and he finds a competitor, the strong Brom Bones that has been wooing Katrina for a long time. Soon begins a competition between the two men for Katrina, but Ichabold's greatest problem is the Headless Horseman that haunts him.
- Runtime
- 1h 3m
- Post-credits
- None listed
- Language
- English
- Rated
- Check local
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Where to watch The Night of the Headless Horseman
The Night of the Headless Horseman isn’t streaming on any OTT platform in India yet; it released on 28 October 1999.
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Cast & crew
Details
- Released
- 28 October 1999
- Country
- United States of America
- Written by
- John Shirley, Shane Williams
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News & fan talk
What The Night of the Headless Horseman is based on
The Night of the Headless Horseman is based on The Legend of Sleepy Hollow by Washington Irving.
The Legend of Sleepy Hollow
By Washington Irving
Source details from Wikidata and TMDB.
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The Night of the Headless Horseman: quick answers
Is The Night of the Headless Horseman worth watching?
The Night of the Headless Horseman doesn’t have enough ratings for a verdict yet.
How long is The Night of the Headless Horseman?
The Night of the Headless Horseman runs 63 minutes (1h 3m).
Does The Night of the Headless Horseman have a post-credits scene?
None is listed for The Night of the Headless Horseman. Viewers tag these on TMDB, so a brand-new film may not be tagged yet.
The Night of the Headless Horseman parents guide: is it suitable for kids?
No age rating is listed for The Night of the Headless Horseman yet.
Which OTT platform is The Night of the Headless Horseman on?
The Night of the Headless Horseman isn’t streaming on any OTT platform in India yet; it released on 28 October 1999. (Checked 14 November 2026.)
What movies are like The Night of the Headless Horseman?
If you liked The Night of the Headless Horseman, try Hellboy Animated: Sword of Storms, Hellboy Animated: Blood and Iron, Basilisk: The Serpent King.
Who directed The Night of the Headless Horseman?
The Night of the Headless Horseman (1999) was directed by Shane Williams and stars William H. Macy, Clancy Brown, Luke Perry.
What is The Night of the Headless Horseman based on?
The Night of the Headless Horseman is based on The Legend of Sleepy Hollow by Washington Irving.