Rip Van Winkle Syllabification: (Rip Van Win·kle)Pronunciation: /ˌrip ˌvan ˈwiNGkəl/Definition of Rip Van Winkle the hero of a story in Washington Irving’s Sketch Book (1819–20), who fell asleep in the Catskill Mountains and awoke after twenty years to find the world completely changed. Rip Van Winkle in other Oxford dictionaries Definition of Rip Van Winkle in the British & World English dictionary