The Night of the Headless Horseman poster
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The Night of the Headless Horseman

5.419991h 3mMovieHorrorAnimationTV Movie

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…

DirectorShane Williams
WritersJohn Shirley·Shane Williams

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The Night of the Headless Horseman was released on October 28, 1999 but we couldn't find it on any streaming service yet. Rights can change — try again later.

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Cast · Directed by Shane Williams

WMWilliam H. Macy
William H. Macy
Ichabod Crane
CBClancy Brown
Clancy Brown
Hessian Trooper
LPLuke Perry
Luke Perry
Brom Bones
TCTia Carrere
Tia Carrere
Katrina Van Tassel
MHMark Hamill
Mark Hamill
Van Ripper
BFBill Fagerbakke
Bill Fagerbakke
Dolphus
DDDebi Derryberry
Debi Derryberry
Mrs. Van Ripper
JBJeff Bennett
Jeff Bennett
Baltus Van Tassell / Washington Irving

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The Night of the Headless Horseman — streaming FAQ

Which OTT platform streams The Night of the Headless Horseman?

The Night of the Headless Horseman isn't streaming anywhere in Philippines yet.

Is The Night of the Headless Horseman on Netflix?

No, The Night of the Headless Horseman is not on Netflix in Philippines as of September 2026.

Is The Night of the Headless Horseman on Amazon Prime Video?

No, The Night of the Headless Horseman isn't on Amazon Prime Video in Philippines right now.

Where can I watch The Night of the Headless Horseman for free?

The Night of the Headless Horseman isn't streaming in Philippines yet, so there's no way to watch it free at the moment.

What is the OTT release date for The Night of the Headless Horseman?

The Night of the Headless Horseman hasn't started streaming in Philippines yet. Based on the typical 6–8 week theatrical-to-streaming window, we estimate it will arrive around December 16, 1999. This is a prediction, not a confirmed date.