We're Not Gonna Fall

Dean just got out of Purgatory and he can't find Benny's bones. Mostly because the portal dropped him off just outside of the motel he found Sam at when he got out of Hell. Five years ago. Or rather, now. Except he doesn't know that until he gets a room right next to his brother and knocks on the door. Now how will he get back to his time while fooling Sam into believing he's fine?