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The village of Sleepy Hollow is getting ready to greet the new schoolteacher, Ichabod Crane, who is coming from New York. Crane has already heard of the village's legendary ghost, a headless horseman who is said to be searching for the head that he lost in battle. The schoolteacher has barely arrived when he begins to pursue the beautiful young heiress Katrina Van Tassel, angering Abraham Van Brunt, who is courting her. Crane's harsh, small-minded approach to teaching also turns some of the villagers against him. Soon there many who would like to see him leave the village altogether.

How to Watch The Headless Horseman Legally and Safely

If you want to stream The Headless Horseman through reputable and legal services, there are a few good options depending on where you are. Subscription platforms like HBO Max, Disney+, Netflix, Amazon Prime Video, and Apple TV+ sometimes carry The Headless Horseman films or related DC titles—though availability depends on your country.

If you’d rather not commit to a subscription, there are ad‑supported, free (but legal) platforms such as Tubi, Pluto TV, Peacock or Crackle (where available in your region) that occasionally host superhero films.

Lastly, don’t forget about library‑linked streaming options like Kanopy or Hoopla (if your library or university is registered), and official uploads by film distributors on YouTube—these can also give you legal access to classic movies.