Watch Sleepy Hollow (1999): stream Sleepy Hollow (1999) on Hoopla, Kanopy. Compare all streaming options for this movie on WhereCanIWatch.tv.
Sleepy Hollow
Heads will roll.
Top Pick
Free on Hoopla
HD · Included
About
You can watch Sleepy Hollow (1999) for free on Hoopla.
Skeptical young detective Ichabod Crane gets transferred to the hamlet of Sleepy Hollow, New York, where he is tasked with investigating the decapitations of three people – murders the townsfolk attribute to a legendary specter, The Headless Horseman.
Sleepy Hollow is a film that explores themes of small town, steampunk, police detective. It also touches on new york state and skeptic and autumn.
Trailer
Director
Tim Burton
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2 options ranked by value · 🇺🇸 United States
Last verified 5 days ago
Sleepy Hollow
Heads will roll.
You can watch Sleepy Hollow (1999) for free on Hoopla.
IMDb
7.2/10
RT Critics
71%
RT Audience
80%
Metacritic
Director
Tim Burton
2 options ranked by value · 🇺🇸 United States
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small town · steampunk · police detective · new york state · skeptic · autumn · 19th century · headless horseman
Watch Sleepy Hollow for free on Hoopla. Watch Sleepy Hollow for free on Kanopy. Availability last verified April 9, 2026.