Special Guest Stars Misha Collins as Castiel Guest Stars Mark Sheppard as Crowley Osric Chau as Kevin Tran Curtis Armstrong as Metatron Amanda Tapping as Naomi Co Starring Clint Andrew as Hotel Manager Aiden Longworth as Tyler Russel Badger as Tour Guide Jordan Connor as Demon Sam Nelson Leis as Esper Jenn MacLean-Angus as Kara Myles McCarthy as Perry Artin John as Demon Technician Josh Kalender as Ion Cameron Barnett as Demon Dean Ingo M. Holst as Lance