Dean and Sam figure out why Castiel and Uriel want Anna dead. Alastair and his minions try to track down Sam, Dean and Anna.
Sam, Dean, and Ruby look for Anna who hears the voices of angels. When Ruby seemingly betrays the brothers and leaves with Anna, Sam enlightens Dean on how Ruby saved Sam's life while Dean was in Hell.
The Winchesters investigate a town wishing well that really grants wishes... at a terrible cost.
Sam and Dean meet Castiel and his fellow angel Uriel, who warn the brothers to avoid intervening in a town where a witch is attempting to summon the demon Samhain, opening one of the Seals.
Sam and Dean investigate the mysterious deaths of several men who seemingly died of fright. Dean becomes infected with it starting as anxiety then leading to a full-blown terror which ends in death. Sam and Bobby race against time to save Dean.
Sam and Dean face off against a shapeshifter with a serious liking for classic black-and-white horror movies.
Sam and Dean find Jack who is changing into a rugaru, a flesh-eating demon that preys on humans. Sam and Dean have a disagreement on how to deal with Jack.
Dean gets transported back in time and ends up in Lawrence, Kansas, where he crosses paths with a young version of his parents, who have just fallen in love.
Ghosts of children Bobby couldn't save cripple him with guilt and Sam and Dean must save him. However, they must also ignore the spirits of Meg and Agent Hendricksen, who have come back to accuse the brothers of failing them.
Bobby, Sam, and Dean visit an old friend of Bobby's, a psychic, to help them get some answers as to how and why Dean has returned from Hell.