Rip Van Winkle (1921 film) Catskill mountains. Upon drinking a strange concoction of theirs, he falls asleep and wakes up 20 years later. Rip Van Winkle (1921 film) Rip Van Winkle is a 1921 American silent fantasy film directed by Edward Ludwig and starring Thomas Jefferson and Milla Davenport in oft-filmed story made famous in the 19th century by Thomas Jefferson's father, Joseph Jefferson. T. Jefferson had starred in a 1914 feature-length version of the story which was re-released in 1921 just as this film was premiering. However, they should not be confused as the same film, they are two different films starring the same
Rip Van Winkle (horse) Rip Van Winkle (horse) Rip Van Winkle (foaled 2006 in Ireland) is an Irish Thoroughbred racehorse sired by the dual Derby winner Galileo. Like his sire, Rip Van Winkle was also trained by Aidan O'Brien. Winning his maiden at the first time of asking, Rip Van Winkle then went on to win the Group 3 Tyros Stakes. After that effort, Rip Van Winkle started as the 6/4 favourite to win the Dewhurst on his final start as a two-year-old but eas stuck behind a wall of horses in a bunch finish in which the first four home were covered by