While searching for a missing Mary Margaret, Emma is kidnapped by a man whose affinity for hats has him teetering on the edge of madness. Meanwhile, viewers will be transported outside of the fairytale land that was for the first time when the Evil Queen persuades a skillful man of magic to come work for her one last time and travel to Wonderland in order to help steal something from the Queen of Hearts.

Henry pleads with Emma to stay in Storybrooke and continue her quest as the savior of the fairytale dwellers, and Regina concocts a plan that could rid her of Emma forever. Meanwhile, back in the fairytale land that was, Snow White enlists the aid of her fellow fairytale cohorts to attack the Evil Queen and save Prince Charming's life.

Emma and Regina team together in order to find a way to save Henry's life. Meanwhile, in the fairytale land that was, Prince Charming attempts to escape from the Evil Queen's clutches in order to reunite with Snow White who, unbeknownst to him, has already taken a bite of the Queen's poison apple.

Regina continues to seek a way to regain her powers; David continues his quest to find Mary Margaret and Emma; the seven dwarves discover what happens when one of the townspeople tries to leave Storybrooke's city limits.

Emma and Mary Margaret try to find a portal that would bring them back to Storybrooke; Henry tries to talk Jefferson into reuniting with his daughter; on the eve of meeting Prince Charming's mother, King George poisons Snow White.

As Regina tries to refrain from using her magic in order to regain Henry's trust, she starts seeing a ghost from her past; Mary Margaret and Emma find a survivor from an Ogre massacre; Regina struggles to learn the dark arts.