Ruth Connell will reprise her role as Rowena, the Scottish witch and ruler of Hell, in a guest appearance on the twelfth episode of The Winchesters. The prequel series creators have delivered on their promise to include legacy characters from Supernatural, with Connell being the fourth to appear. The Winchesters also explores origin stories surrounding the Men of Letters and how John and Mary Winchester met, answering questions that weren't addressed during Supernatural's 15-season run. It's unclear how Rowena will come into contact with the demon-hunting group, but fans can expect witty hijinks from the head witch in charge.