He is portrayed by Giacomo Baessato.
After making a deal with Rumplestiltskin, Rip Van Winkle misses the deadline to repay the Dark One due to oversleeping at a tavern. Eventually, Rumplestiltskin tracks Van Winkle down and - as an act of ironic retribution - causes Rip Van Winkle to fall asleep for a hundred years.
- None known (family)
- He is based on the eponymous character from Rip Van Winkle.
- Van Winkle eventually awakens, and lives in Storybrooke, where he requests a song on the radio.
- S3, E04: "Nasty Habits" (deleted scene)