As the fifth season opens, Elena, after a passionate summer with Damon, heads to college nearby with Caroline as her roommate. Plus, a terrifying appearance by Silas

A fellow Whitmore student named Jesse gives Elena some intriguing information about Professor Wes Maxfield. Damon asks for help finding Stefan

Elena and Katherine both dream that Stefan is in danger and convince Damon to help them find him. But their plans are thwarted by a mysterious woman who seems to know everything about Stefan's past and Damon's disturbing future

Damon and Elena try to help Stefan through a confusing time, which ends up taking Elena on an emotional journey. Caroline makes an effort to know Jesse better

Elena meets a sad and secretive student on campus. Elena and Damon attend the Whitmore Historical Ball dressed as Anne Boleyn and Henry VIII. While there, Elena receives a disturbing message from Dr

Silas announces his new goal to Damon and Elena. Tessa tells Stefan about her next move. Katherine discovers an unexpected consequence of being human and realises she needs a new place to stay

Dr. Wes gives Katherine some disturbing news. Jeremy and Bonnie share a glimmer of hope after talking with Amara

Elena and Caroline plan a big party at school, but their plans are interrupted when Jesse suddenly needs Caroline's help. Meanwhile, Damon makes a terrifying discovery about a secret society

Caroline offers Stefan an unusual form of therapy. Meanwhile, Damon tells Elena about a terrible ordeal in his past that he has kept secret for decades, and she shares with him some disturbing information she recently learned about her family

Damon is forced to deal with a part of his past he thought was gone forever when Dr. Wes unleashes a secret weapon to stop him from rescuing Elena. Elena learns about the dark history of Whitmore College

Katherine recalls the traumatic night in 1490 when she gave birth to a daughter who was immediately taken from her. Meanwhile, Nadia creates a frightening plan to protect her mother; and Caroline indulges in some scandalous behavior

Damon tries to get back together with Elena, however, Katherine has a plan and attempts to take Elena's body permanently. Tyler is upset with Caroline and Matt is used by Katherine. Enzo finds Damon and they decide to become a team again

Caroline convinces Elena and Bonnie to attend Whitmore College's Bitter Ball for broken-hearted students. Bonnie meets a fellow student who appears to be dabbling in witchcraft. Tyler worries about Matt's relationship with Nadia

Damon's behavior escalates from destructive to deadly. Stefan begins to regret their last conversation and tries to track Damon down and intervene. Dr

Nadia recalls her centuries-long search for her mother. Stefan, Caroline and Matt come up with a desperate plan to save Elena's life. Damon baits Tyler into an ugly confrontation and seeks revenge against Dr

Damon tries to find the right way to make a disturbing confession to Elena. Caroline discovers a scary secret in Dr. Wes' files

Bonnie has an unsettling encounter with Luke, and learns more about his family history. The Travelers' leader, Markos, arrives in Mystic Falls

Stefan and Elena experience unsettling dreams of the life they might have had together. Bonnie has a disturbing encounter with Grams. Enzo searches for a woman he loved decades ago

Enzo holds Elena, Stefan and Bonnie hostage to uncover the truth about the love of his life. Markos performs a ritual to undo witch's magic

Damon and Caroline suspect Stefan and Elena of keeping a secret while they hide from the travelers, unaware of the dead man out for revenge. Meanwhile Matt, Jeremy and Bonnie help Tyler get rid of Julian

Stefan and Elena become stranded in a remote location, after escaping from Markos, and he gets philosophical about her relationship with Damon. Damon sets a trap for Markos. Bonnie admits that she's been keeping the truth about the Other Side from everyone

Damon's plan causes a huge explosion in Mystic Falls, and everyone is caught up in the confusion, leaving a trail of heroism, sacrifice, relief and despair