Rip Van Winkle is a book that was authored and doctored during the periods of the great American Revolution. This was around 1820. The book is part of novel collections called “the sketch of Geoffrey Crayon, Gent” The book was authored by Irving in Birmingham, England in the year 1896 (Irving, 1896). Although the main character in the story is a Dutch-American who lived during the American Revolution known as Rip van Winkle. The book’s setting is in New York’s Catskill Mountains. It is in a town where Rip Van Winkle lived with his family (Irving, 1896). This article will analyze the specific struggles Americans went through before and after their independence using characters in the story, as well as, analyze the literal devices used in the story like symbolism, irony and themes.