The Legend of Sleepy Hollow
FEATURE FILM Released

The Legend of Sleepy Hollow

“The headless horseman rides again.”

★ 5.9/10 TMDB 1999-10-23 105 min

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

Where to Watch
Stream Amazon Prime Video fuboTV Cineverse Midnight Pulp Amazon Prime Video with Ads Midnight Pulp Amazon Channel Cineverse Amazon Channel Howdy Amazon Channel
Rent Amazon Video
Buy Amazon Video
Availability data provided by JustWatch via TMDB
💬 Discuss
Rate
Sign in
Billed Cast
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
Richard Jutras
Richard Jutras
Mr. Van Ecke
Samuel Holden
Ernest Van Ecke
Michael Rudder
Michael Rudder
Pastor Van Der Veen
Danette MacKay
Danette MacKay
Mrs. Van Der Veen
Spoiler-Safe Screening Room

Premiere Discussions & Theories 0

Share reactions, easter eggs, and fan theories with automatic click-to-reveal spoiler shields.

🌐 Viewing: Premiere & General Discussion Loading...
Join the Screening Room

Sign in to post episode reactions, fan theories, and upvote community dispatches.

Sort:
Filter:
Loading discussion thread...
Audience Ledger

Community Micro-Reviews

Concise 1-sentence dispatches from DidItDrop members.

Sign In to Write a Review
No micro-reviews yet — rate 1–4★ above and log the first 1-sentence take.
Double Feature

More Like This

Recommended titles paired with The Legend of Sleepy Hollow.