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Season 6 ends with Elena in jeopardy when an uninvited guest arrives. Meanwhile, Bonnie takes matters in her own hands when she is put on the receiving end of a twisted plan; Damon is faced with the most difficult decision of his life; and Stefan realizes the lengths to which his mother will go to reunite with her "family".moreless
Alaric and Jo's wedding day arrives with lots of last minute preparations. Meanwhile, Stefan takes Damon on a road trip to give him some perspective on his future with Elena; Caroline starts making amends for her rampage; and Bonnie believes Lily is coming for her and enlists Matt's help to take her down.moreless
Alaric and Jo reluctantly participate in their bachelor and bachelorette parties. Meanwhile, Elena turns to Bonnie and Jo for advice over Damon's impulsive offer; Enzo asks Stefan to help Lily who is on a dangerous downward spiral; and Matt gets fed up with the supernatural threats that plague the town and takes his frustration out on Tyler.moreless
Damon struggles with whether to tell Elena about the cure and talks to her about what life would be like if they weren't vampires. Meanwhile, Bonnie discovers Damon betrayed her trust; and Enzo learns the truth about the day he was turned into a vampire.
Stefan and Caroline wreak havoc at Whitmore when their humanity is turned off. Damon comes up with a risky plan to stop them that involves Lily. Meanwhile, Elena reevaluates her life as a vampire when she learns Jo is pregnant; Enzo opens up about his tragic past; and Tyler and Matt land in a dangerous situation due to a twisted round of karaoke.moreless
Damon and Elena embark on a plan to rescue Damon's mother who is trapped in a 1903 prison world. Meanwhile, Caroline's plan for Stefan backfires; Enzo and Alaric's attempt to reel Caroline back in doesn't go as planned; and Bonnie's unexpected gift shakes up Damon.
Caroline gives her friends an unexpected ultimatum. Stefan tries to intervene and sets off a dangerous chain of events. Meanwhile, Damon learns some devastating news about his mother; Enzo becomes intrigued by Sarah Salvatore; and Bonnie begins to struggle with the effects of being back in the real world.
Caroline must deal with the situation regarding her mother as reality sets in. Elena notices a strange change in Caroline's behavior. Alaric is suspicious when Kai turns to Jo for help. Bonnie is placed in a new situation. Matt and Tyler think about making a major life change. Damon offer coping advice to Caroline and revisits painful memories about his own mother.moreless
Jeremy reminisces with Elena on his last day in Mystic Falls; Stefan and Caroline grow closer when they prepare Caroline's family cabin for her mother to live out her final days; Sheriff Forbes turns to Damon to help solve one of her remaining open cases involving Elena's parents; Enzo lures Matt and Sarah into a dangerous plan.moreless
Elena becomes determined to celebrate Bonnie's birthday and tries to send her a message, but the situation turns dire when she makes an unsettling discovery. Meanwhile, Enzo enlists Matt's help to interfere in the life of Stefan's great-niece; Stefan keeps a close watch on Caroline when she unconventionally attempts to cope with everything going on around her; and Jeremy contemplates leaving Mystic Falls for good.moreless
Liv and Luke try to convince their father to let Jo and Kai take their place in the merge ceremony. Meanwhile, Caroline's plan to cure her mother takes a devastating turn; and Damon's risky plan sends things spiraling out of control just before the merge.
Kai holds Elena captive while he learns to control his newly acquired magic; Liv and Alaric prepare Jo for the impending merge ceremony with Kai; Caroline travels with Stefan to North Carolina in search of a cure for her mother's cancer; Enzo demands to know what Stefan is hiding.
Bonnie tries to replicate her favorite traditions, while reminiscing about happier times with her friends; Sheriff Forbes brings holiday cheer to Caroline at Whitmore College; Alaric turns to Damon and Elena for help when Jo goes missing; Tyler approaches Liv and Luke with a risky plan; Jeremy helps Matt carry out a plan to take down Enzo; Stefan is forced to break some devastating news to Caroline.moreless
Damon gets into trouble when he carries out a plan that requires Alaric's unwilling participation; Elena is surprised by Jeremy's reaction when she shares hopeful news about Bonnie; Matt takes matters into his own hands when Enzo's actions cross the line; Kai continues to be a dangerous threat.
Caroline and Elena host Friendsgiving at the dorm and receive news about the Gemini Coven; Tyler tries to help Liv after she and Luke reveal some disturbing information about their witch lineage and the impending plans their coven has for them; Jo reveals some painful details about her past; and Kai makes a dangerous discovery that brings him one step closer to his release.moreless
Elena's past comes back to haunt her; Jo opens up to Alaric about her tragic past; Stefan, Matt and Enzo resort to extreme measures when Tripp withholds information about his vampire-killing operation; Sheriff Forbes gets caught in the middle of a dangerous plan; Tyler and Liv grow closer; and Damon stumbles upon a startling clue that renews his hope.moreless
Alaric realizes Jo can't be compelled, so he asks Elena to dig into her background. Meanwhile, Caroline learns Enzo has been captured by Tripp and tries to rescue him; Jeremy hits rock bottom and lashes out in a destructive way; and Damon takes matters into his own hands when he receives some upsetting news.moreless
Elena invites Liam to attend a party at the corn maze; Caroline helps Stefan clean up a mess created by Enzo; Alaric and Jo try to save lives after a devastating accident; Tyler is put in a dangerous position when his werewolf curse is put to the test; Damon and Bonnie make an important discovery that affects their quest to get back home.moreless
Damon relives a horrible day in order to find his way home. Elsewhere, Alaric tries to help Jeremy cope with loss; Stefan teaches Elena about creating a new identity; and Tripp shares a dark secret with Matt.
Elena and Caroline meet at a swimming hole where Elena plans to introduce her to Liam, but things don't go quite as planned. Meanwhile, Tyler asks Liv for a favor; Stefan returns to Mystic Falls and notices a strange change in Elena; Jeremy makes a discovery about the anti-magic spell that could put Elena in danger; and Damon and Bonnie stumble upon clues that lead them to believe they are not alone.moreless
Elena deals with the loss of Damon and turns to Alaric to help her move on with her life. Meanwhile, Enzo gets Caroline to help him find Damon and Bonnie; Jeremy spends time with a mysterious girl who recently arrived in Mystic Falls; and Damon and Bonnie reluctantly band together to uncover the mystery of where they are and how they are going to get back home.moreless
Season 6 begins with Elena returning to Whitmore College for the start of sophomore year. Meanwhile, Caroline becomes desperate to reverse the anti-magic spell the Travelers put over Mystic Falls; Tyler has a run-in at a football tailgate; Matt worries that Jeremy is dealing with the loss of Bonnie in a self-destructive way; Alaric struggles to adjust to his new life as a vampire; and Elena learns the truth about what Stefan has really been up to.moreless