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) not to handle the track. Rip Van Winkle's three-year-old season was disrupted by injury, and his four-year-old campaign was also set back due to niggling injury problems. In his first start, he finished well behind Goldikova and Paco Boy in the Queen Anne Stakes at Royal Ascot. He then tried for a repeat performance in the Sussex Stakes, where he was beaten into second late on by the three-year-old star Canford Cliffs. Rip Van Winkle then went back up to a mile and 2 furlongs in Yorks International Stakes. Despite his lack of a win that season, he went off