The Headless Horseman
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.
Top cast
Will RogersIchabod crane
Lois MeredithKatrina Van Tassel
Ben Hendricks Jr.Abraham Van Brunt ('Brom Bones')- Charles E. GrahamHans Van Ripper
Mary FoyDame Martling- Bernard A. ReinoldBaltus Van Tassel ('Bernard Reinold')
- Downing ClarkeDominie Heckwelder
- Jerry DevineAdrian Van Ripper
James SheridanJethro Martling ('Sheridan Tansey')- Kay McCauslandElsa Vanderdonck
- Nancy ChaseGretchen
Below are the streaming services currently carrying the movie “The Headless Horseman” in Canada, along with how each offers it (subscription, buy, or rent) and a direct link. Licensing differs by market, so availability in Canada can differ from other countries.
Where to watch The Headless Horseman in Canada
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Not currently available on the supported providers in Canada.
Availability can change as licenses rotate — confirm on the provider’s page before subscribing. Last checked: 14 Sept 2026.