In the Catskill Mountains, farmer Rip Van Winkle meets a strange dwarf and a group of men playing ninepins. He drinks from their keg and falls into a deep sleep. When he awakens, everything is changed.

Because Wishbone keeps getting interrupted while trying to take a nap, he begins thinking about Rip Van Winkle and finds himself in Rip's shoes, finally waking to a changed world.