1960s - Stefan tries to distract Elena from obsessing about the state of her relationship with Damon, while Bonnie does her best to be realistic about how the changes happening on the Other Side will affect her existence as the Anchor. Damon demands the Traveler knife, forcing Jeremy and Matt to admit it has gone missing. Through flashbacks to election night, 1960, Enzo reveals to Elena, Stefan and Bonnie that he has learned what happened to his long-lost love, Maggie, and then, with the unwilling help of Liv and Luke, things take an ugly turn. Trying to calm Enzo down, Damon intervenes, but his words cause Enzo to make a desperate and dangerous decision that leads to a violent confrontation with Stefan. Finally, Markos enlists Sloan's help in a ritual designed to break an ancient curse against the Travelers. Tyler is forced to play a dangerous part in the ritual, while witnessing the incredible power the Travelers now possess.

When Stefan and Elena escape from Markos' control, only to find themselves stranded in a remote location, Stefan gets philosophical with Elena about her relationship with Damon. After their attempt to protect the dopplegangers goes badly, Liv and Luke come up with a dangerous new strategy. Damon recruits Matt and Jeremy to help him set a trap for Markos, who turns out to have a devastating surprise of his own. Bonnie finally admits to Caroline that she's been keeping the truth about the Other Side from everyone. Finally, while Bonnie searches desperately for a way to stop Markos, Caroline is witness to an unthinkable act of violence by one of the Travelers.