Rip Van Winkle poster
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Rip Van Winkle

4.5191459mMovieDramaFantasy

Rip Van Winkle, a lazy American man, wanders off one day with his dog Wolf into the Kaatskill mountains where he runs into an odd group of men drinking and playing bowls. He drinks some of their mysterious brew and passes out. When he…

DirectorEdwin Middleton
WritersWashington Irving·Dion Boucicault
ProducerEdwin Middleton

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Rip Van Winkle was released on November 8, 1914 but we couldn't find it on any streaming service yet. Rights can change — try again later.

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Cast · Directed by Edwin Middleton

TJThomas Jefferson
Thomas Jefferson
Rip Van Winkle
HB
Harry Blakemore
Nick Vedder
DJ
Daisy Jefferson
Meenie Van Winkle
WS
Wallace Scott
Hendrik Vedder
WC
William Cavanaugh
Derrick von Beekman
LS
Loel Steuart
Meenie Van Winkle
MS
Maurice Steuart
Hendrik Vedder - Child

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Rip Van Winkle — streaming FAQ

Which OTT platform streams Rip Van Winkle?

Rip Van Winkle isn't streaming anywhere in Canada yet.

Is Rip Van Winkle on Netflix?

No, Rip Van Winkle is not on Netflix in Canada as of September 2026.

Is Rip Van Winkle on Amazon Prime Video?

No, Rip Van Winkle isn't on Amazon Prime Video in Canada right now.

Where can I watch Rip Van Winkle for free?

Rip Van Winkle isn't streaming in Canada yet, so there's no way to watch it free at the moment.

What is the OTT release date for Rip Van Winkle?

Rip Van Winkle hasn't started streaming in Canada yet. Based on the typical 6–8 week theatrical-to-streaming window, we estimate it will arrive around December 27, 1914. This is a prediction, not a confirmed date.