The Night of the Headless Horseman Poster

The Night of the Headless Horseman 1999

★ 5.17 votes63 min📅 1999-10-28

Dive into the eerie charm of Sleepy Hollow in *The Night of the Headless Horseman* (1999), a chilling animated horror TV movie directed by Shane Williams.

Director: Shane Williams

Cast

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

Frequently Asked Questions

What is *The Night of the Headless Horseman* (1999) about?

Ichabod Crane, a timid schoolteacher, arrives in Sleepy Hollow and falls for Katrina Van Tassel, sparking a rivalry with the strong Brom Bones. But their competition takes a terrifying turn when the Headless Horseman begins haunting Ichabod, forcing him to confront his fears and the supernatural dangers lurking in the town.

Who directed *The Night of the Headless Horseman*?

Shane Williams directed this atmospheric animated horror TV movie.

Who stars in *The Night of the Headless Horseman*?

The film features William H. Macy as Ichabod Crane, Clancy Brown as Brom Bones, and Luke Perry, Tia Carrere, and Mark Hamill rounding out the main cast.

Is *The Night of the Headless Horseman* (1999) worth watching?

With its gothic horror atmosphere and classic supernatural theme, this animated TV movie offers a unique blend of romance and terror. While it's a niche pick, fans of Halloween-themed animation will find it intriguing, especially for a cozy watch on a spooky night.

How long is *The Night of the Headless Horseman*?

The runtime is 63 minutes.

About The Night of the Headless Horseman (1999) — Animated Horror TV Movie with a Ghostly Twist

Dive into the eerie charm of Sleepy Hollow in *The Night of the Headless Horseman* (1999), a chilling animated horror TV movie directed by Shane Williams. When Ichabod Crane, a timid yet clever schoolteacher, arrives in town, he stumbles into a love triangle with Katrina Van Tassel and the rugged Brom Bones. Yet his romantic troubles pale in comparison to the supernatural terror of the Headless Horseman, whose haunting presence threatens to unravel everything.

This darkly whimsical adaptation blends gothic horror with animation, creating an atmospheric tale of rivalry, romance, and the unknown. With its moody visuals and supernatural twists, *The Night of the Headless Horseman* (1999) delivers a Halloween-worthy experience for fans of classic ghost stories and animated thrills.