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Graduation has arrived and Mystic Falls is filled with ghosts that are planning to settle unfinished business and to fulfill their destinies. Damon is in grave danger when he meets a ghost, while Matt and Rebekah work together against a ghost that is trying to reach the cure. Everyone gathers up for Graduation when help comes from someone unexpected. At the same time Caroline gets a surprising graduation gift and Bonnie is very close at closing the veil. Elena makes a decision about the Salvatores and has a showdown with Katherine. Stefan makes a horrifying discovery about Silas.moreless
As Graduation approaches, Caroline tries to distract Elena with simple tasks, such as sending out announcements, but Elena won't give up her new obsession. Sheriff Forbes asks Stefan and Damon to help her, when someone starts attacking patients. Bonnie is trying to make Katherine help her and she won't give up on her plan to defeat Silas. A wind storm causes power outage on Mystic Falls and ghosts appear, some bearing good intentions and others wanting revenge.moreless
Damon and Stefan try out a new way to make Elena turn on her humanity. Caroline is frustrated when her attempt to intervene is not successful. When Elena understands what the brothers are up to, they ask the help of someone unexpected. Matt gives Rebekah advice on her life choices and she tries to help him back. Caroline has a dangerous and confusing meeting with Klaus and Katherine is suspicious when Bonnie proposes something that seems to benefit both of them.moreless
Because Stefan has hidden the coffins containing the bodies of Klaus' family, Klaus threatens violence to convince Damon and Elena that no one will be safe until he finds Stefan and gets his family back. Tyler continues to take advantage of his new hybrid powers, but he must also deal with unsettling consequences of his actions. After a terrifying incident, Elena and Alaric become concerned about Jeremy's attitude and his safety. Alaric meets Dr. Fell, who is intrigued with his impressive ability to heal. While trying to work out a deal with Klaus, Elena gives him some news that truly surprises him.moreless
Caroline tries to support Stefan and Elena during a challenging time in their relationship, and Damon works to convince Stefan to help him discover Professor Shane's motives. Stefan, however, is busy executing a different plan with Klaus. At the annual Miss Mystic Falls Pageant, Elena and Caroline help April decide which dress to wear. Tyler and Hayley team upon a secret project, and Damon confronts Prof. Shane with his suspicions. Jeremy, becoming more concerned by the violent nightmares he's been experiencing, reaches out to Matt for help, but the situation quickly escalates.moreless
Stefan talks to Damon about a concern he has with Elena, and Damon has no option but to help Stefan try to get to the bottom of the issue. The brothers visit New Orleans, hoping to find anyone who remembers the events of their last visit in 1942, including Charlotte, a former love interest of Damon's. Elena, Caroline, and Bonnie organize a girls' night while Damon and Stefan are out of town, and Elena shares some surprising information. Hayley's convinces Tyler to confront one of Klaus' hybrids, Kimberly, but the confrontation quickly becomes violent. Finally, Damon must make a heartbreaking decision.moreless
Elena and Rebekah take off to track down Katherine and end up in a small town in Pennsylvania, where Elena has an unexpected run-in with Elijah. Stefan and Damon worry about Elena and try help her, but her behavior makes it clear that she doesn't want their help. Damon doesn't know how to react when Stefan reveals a startling new plan. Back in Mystic Falls, Caroline reluctantly agrees to help Klaus, who now recognizes Silas' powers.moreless
Stefan returns to Mystic Falls with Elena and Jeremy, and Caroline quickly starts to worry about Elena's state of mind. Stefan turns to Dr. Fell and Matt for help, while back on the island, Damon shares some sad news with Rebekah, and is surprised at her reaction. Damon and Rebekah uncover s surprising piece of news from Vaughn. The group is terrified when Bonnie shares the remaining part of Shane's plan. Elena is able to devise a plan of her own after Damon's efforts to help her.moreless
Damon and Stefan accompany Elena to a formal ball being hosted at Klaus's newly renovated mansion. Meanwhile, Caroline and Matt also receive invitations. While at the party, Elena discovers a plan that could lead to numerous deaths, and she must choose whom to trust with the information. Klaus shows a different side of himself to Caroline. As the evening ends in violence, it's Damon who must find a way to cope.moreless
Professor Shane leads a group to a remote island off the coast of Nova Scotia, where he believes they will find the secret of the cure. As the group hikes to the island's interior, the rivalry between Rebekah and Elena continues. As Stefan tries to keep the peace, and Damon accuses Shane of leading the group into a trap. Bonnie and Jeremy work to decipher the message of the Hunter's mark, while Shane reveals more about the legend of Silas and the witch Qetsiyah, along with details from his own past. Back in Mystic Falls, Tyler confronts Klaus, and Caroline finds herself in the middle of the ensuing violence.moreless
Elena struggles to cope with the emotional swings as she becomes a vampire, and Stefan and Damon nearly come to blows while arguing about what is best for her. Damon comes up with his own plan to help Elena asks her to to reveal the plan to Stefan. A stranger, Connor Jordan, shows up in Mystic Falls and starts asking questions of Sheriff Forbes and Mayor Lockwood, and Stefan quickly decides that Connor must be a vampire hunter. Jeremy and Matt are surprised when April, a girl from their past, returns to town and enrolls at Mystic Falls High. At a town gathering, Elena nearly loses control, but Caroline steps in and comes to her rescue. Finally, Damon reveals his true feelings to an unexpected friend.moreless
Elena and Damon travel to Denver to check in on Jeremy and to see if his special abilities can help them track down the information they need about the ancient vampire bloodlines. When they arrive, they quickly realize that Jeremy has been hanging around a bad crowd. Meanwhile, Stefan and Klaus both go to extreme measures as they try to find the missing weapon. Caroline is ecstatic when Tyler returns to Mystic Falls, but he quickly starts to suspect that something has been going on between Caroline and Klaus. Matt stays busy trying to keep Rebecca focused on organizing the school's upcoming 1920s Decade Dance.moreless
Damon understands that Elena needs to get away from Mystic Falls, so he takes her to New York, where he used to live and party back in the 1970s. When Rebekah shows up as well, she is impressed by Elena's secret plan. Flashbacks reveal Damon's wild lifestyle in the 70s underground club scene, along with an encounter with Lexi. Back in Mystic Falls, Caroline and Stefan try to convince Klaus that it would be best for him to help them location Silas, and Bonnie works to keep her hold on reality and determine the best course of action.moreless
Klaus goes to New Orleans to investigate a mysterious piece of information about a plot against him. His research leads him to an old protege of his, Marcel, a vampire who is in control of both the humans and supernatural creatures of the city. Elijah is determined to help Klaus get his redemption, follows him and finds out that Hayley, who had visited the city searching for clues of her family, was captured by a powerful witch, Sophie. At the same time, in Mystic Falls, Damon and Stefan go on with their plan with Elena, and Katherine reveals a vulnerability to Rebekah and asks her to make a message delivery.moreless
Stefan and Klaus join forces in a tense alliance to limit the danger that Connor has brought to Mystic Falls. Elena finds herself once again trapped between Stefan and Damon as they argue about how to rescue Jeremy, Matt, and April from Connor, who has taken them hostage at the Mystic Grill. The violence escalates when Klaus sends in one of his hybrids, Dean, to face Connor. Caroline is surprised when she sees Hayley at the Lockwood's house, and Professor Shane helps Bonnie move past her fear and guilt.moreless
Sheriff Forbes delivers some unsettling news to Alaric and Elena about the murder weapon used in a recent killing. In Damon and Stefan's ongoing mission to kill Klaus, Stefan turns to Bonnie and Abby for help, and Damon seeks out to an old acquaintance to help him put together an elaborate plan. With a plan of his own, Klaus hosts an unusual dinner party, where he reveals another story from his family's violent history, but a surprise visitor brings the party to an abrupt end. Meanwhile, Caroline's heart is broken when she is unable to prevent a tragedy.moreless
Mystic Falls holds a winter-theme party but chaos brews when Stefan and Caroline disagree with Tyler's plans for Klaus and the hybrids. Klaus makes a discovery that leads to violence. At the Gilbert lake house, Elena and Damon join with Bonnie and Professor Shane to help Jeremy conquer his inner demons. Professor Shane tells them a piece of ancient history that leaves them stunned.moreless
Rebekah appears without warning at Mystic Falls High and immediately forces Elena, Stefan, and Caroline to answer her questions about the search for a cure. In the process, Elena reveals a shocking piece of information. Bonnie's father, Rudy Owens, agrees to serve as Mystic Falls' interim mayor. He focuses on protecting Bonnie, who is uncomfortable with the role her father suddenly wants to play in her life. Professor Shane continues encouraging Bonnie to trust her powers, but he quickly finds himself in a life-threatening situation after revealing too much information to the wrong person. Later, Caroline tries to comfort Tyler after a violent situation. Meanwhile, at the lake house, Damon and Matt train Jeremy, trying to improve his abilities a vampire hunter, but Klaus is not satisfied with the rate of their progress and takes action to speed up the process.moreless
Jeremy makes an important decision that will change everything as he tries to protect Elena. Facing the harsh reality of her present situation, Elena longs for simpler times when her parents, Grayson and Miranda, and Aunt Jenna were still alive and her only concern was her relationship with Matt. Damon and Stefan leave Mystic Falls together on a mission, but soon part ways when Elena needs help from one of them. Caroline and Tyler face a life-changing decision, and Bonnie makes a secret deal that has tragic consequences.moreless
Elena, Bonnie and Matt throw a surprise party for Caroline's 18th birthday. When Stefan and Damon can't agree on how to deal with Klaus, Stefan decides to test out his plan. Elena tells Bonnie that Jeremy's leaving town. Alaric runs into Dr. Fell at a Founder's meeting. Tyler is surprised when Klaus doesn't object at his refusal to go along with Klaus' latest demand.moreless
After Rebekah declines Klaus' demand to stop Kol and protect Jeremy, Klaus looks to Stefan for help. An angry Bonnie confronts her father Mayor Hopkins, about his unconventional methods to protect Mystic Falls from violence. After their disagreement, Bonnie has a frightening encounter with Kol, followed by a visit from an unexpected guest. Klaus adds to the tension between Stefan and Damon by revealing some information about Stefan's personal life, then surprises Damon by asking for some advice. Elena puts Stefan in a difficult spot after revealing her dangerous plan to save Jeremy. After Mayor Hopkins cancels the high school's 1980s Decade Dance, Stefan finds a charming way make the evening special for Rebekah.moreless
After making a decision that infuriates Klaus, Elijah presents Rebekah with challenge that could change her life. Caroline is upset to discover that Elena has ruined her plans for the perfect Senior Prom, so she turns to Klaus for help. Determined to get through to Elena, Damon and Stefan both attend the prom, but they quickly lose control of the evening. When Elena suddenly behaves in a violent and unexpected way, Matt seeks Rebekah's help. Finally, Bonnie uncovers some terrifying news, and Klaus receives a message that could change everything.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
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
Connor continues to investigate the secrets of Mystic Falls and tries to recruit Jeremy to help him. Damon and Klaus enlist Dr. Fell's help to question Connor, but the situation takes a deadly turn. Elena turns to Matt and Caroline for support as she tries to maintain some normalcy in her life and continue her senior year at Mystic Falls High. Elena struggles to control her anger when Rebekah show up at school, but she learns that confronting Rebekah can be extremely dangerous. Later, Rebekah is feeling lonely and reaches out to April. Stefan tries to show Elena that her life can still be fun by taking Elena on a wild motorcycle ride. Tyler receives a surprise visit from Hayley, a werewolf who helped him break his sire-bond to Klaus. Stefan turns to a Caroline for advice as he worries about Elena and his own emotions.moreless
Elena, already upset after learning of Damon's latest indiscretion, is frustrated when none of her friends agree with her on how to handle the Original family's power struggle. Bonnie and Abby, still entangled in the destiny of the Bennett witches, participate in a ritual to appease the spirits of nature. Elijah presents Damon and Stefan with a dangerous ultimatum that puts Elena's life in danger, forcing Damon and Stefan to seek help from Alaric and Meredith with a plan that leads them to a terrifying option.moreless
Klaus tries to carry out his plan to leave town with Elena, but meets resistance from an unexpected new enemy. Bonnie turns to Abby for help with a particularly difficult spell. As things spiral out of control, Elena is determined to make sure that Caroline is safe. Damon and Stefan turn to Tyler for help, and Bonnie and Jeremy take a dangerous risk to make sure that her spell is effective. Damon and Stefan have a surprisingly candid conversation about the future.moreless
Elena's hallucinations have returned and this time she makes a dangerous mistake. Alarming news about Elena causes Klaus to take charge of the problem. Professor Shane tells Damon and Bonnie about ancient witchcraft. Jeremy once again starts a new life. Elena confesses something personal to Stefan while Matt tells Damon some surprising information about Professor Shane.moreless
Season 5 ends with Damon trying to stop the disintegration of the Other Side. Meanwhile, Elena takes matters into her own hands and demands that Liv and Luke help her; and Markos uses violence against Tyler/Julian to prove that Mystic Falls is under the control of the Travelers.
With her impending death, 500-year-old Katherine reminisces about her life and the night she gave birth in 1490. Stefan informs Elena, Caroline and Bonnie that Katherine doesn't have long to live. Damon, Matt and Jeremy talk about Katherine's infamous moments. Stefan and Elena are forced to help Nadia save her mother. Caroline indulges in some scandalous behavior. Katherine and Elena share a moment of bonding.moreless
Silas promises to get something done in exchange for Damon's and Elena's assistance. Tessa announces her new plan to Stefan, only to realize Silas is ahead of her. Katherine tries to persuade Caroline to give her a place in their dormitory room. Bonnie is touched by Jeremy's attitude to her situation. Damon is surprised to find out what Tessa's plan is hiding.moreless
Mystic Falls begins the preparations to celebrate the passing of a comet. Vicki recuperates in the hospital from her injuries. Stefan uses his abilities to erase Vicki's attacker from her memory, but is interrupted by Matt. Mr. Tanner warns Aunt Jenna about Jeremy. Elena and Damon meet for the first time at the Salvatore house and his revelation on Stefan's past brings Elena closer to the truth. Damon finds his next victim in Caroline.moreless
Elena wakes up the morning after the accident to discover that her greatest fear has come true: she died with vampire blood in her system and must now decide whether to suffer through the terrible transition to become a vampire or face death. Stefan promises Elena that he and Bonnie will explore every possible solution to her predicament, but Damon is furious with Stefan for saving Matt instead of Elena. Bonnie faces extreme consequences after attempting to help Elena, and Damon focuses his frustration and anger on Matt. In a rare moment of empathy, Rebekah is touched by Stefan and Elena's love for one another. Pastor Young and the Town Council members start to round up the vampires and their supporters, but their efforts lead to a surprising tragedy.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 is uneasy and confused after Rebekah tells her why the night of the Homecoming dance is so significant. Tyler's actions during the evening leave Matt and Caroline shaken. Things turn bizarre when Klaus decides to activate his latest plan and, while trying to outsmart him, Damon forms a risky liaison which gives rise to a horrifying unforeseen development.moreless
Elena seeks answers from Stefan about all the bad things happening in Mystic Falls. Stefan reveals how the rivalry with his brother began through a series of flashbacks. Damon controls Vicki's future. Meanwhile, Sheriff Forbes and Mayor Lockwood try to protect their town.
Stefan and Elena become stranded in a remote location, after escaping from Markos, and he gets philosophical about her relationship with Damon. Liv and Luke develop a new plan after their attempt to protect Stefan and Elena goes awry. Meanwhile, Damon, along with Matt and Jeremy, sets a trap for Markos. Bonnie admits to Caroline that she's been keeping the truth about the Other Side from everyone. Caroline witnesses an unthinkable act of violence by one of the Travelers.moreless
Damon does not tell Elena that his brother is missing, but he turns to Sheriff Forbes for help. Elena and Caroline are trying to figure out who is behind the murders in the campus and Jesse gives Elena information about professor Wes Maxfield. Jeremy is still trying to cope with his new life and the only one who can communicate with Bonnie, but he cannot convince her that they should tell people. Damon asks Matt to keep Katherine out of sight when he finds out that Silas is looking for her, but things get out of control. Nadia uses violence to make her point.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
Klaus attempts to control Jeremy by threatening Matt's life, leaving Jeremy furious. Damon provides guidance to Jeremy as he prepares to face off against Klaus' new vampires, but they discover that Kol has beaten them to the task. Kol makes it obvious that he will not stop until everyone gives up the search for the cure. Rebekah, in search of a new ally, reminds Stefan that they were once close. Sheriff Forbes and Mayor Hopkins begin questioning Professor Shane about his role in the Founders' Council deaths. Bonnie starts to ask questions of her own, and Shane's answers push Bonnie to the edge of her powers. Elena makes a deal with Klaus to keep Jeremy safe but is forced to come up with her own plan after a new danger presents itself in the form of an unexpected enemy.moreless
Elena and Caroline decide to throw a party, but they are interrupted when Jesse requests Caroline's help. Damon gets information from Wes when Elena asks him to. At the party Elena finds out she is a lot like Aaron and Caroline is more and more concerned about Jesse. Katherine does a favor to Matt and helps Stefan coping with the events of the summer. Bonnie tries to deal with how things currently are and Damon makes a discovery about the secret society.moreless
On his birthday, Stefan is surprised by a visit from Lexi, one of his oldest friends. Elena keeps Stefan at arms length, but Lexi gives her some unsolicited relationship advice. At Damon's command, Caroline tries to get his medallion back from Bonnie. Damon makes a kill that angers Stefan. FInally Bonnie reveals the truth to Elena that she is a witch.moreless
Alaric receives guidance from someone unexpected as he navigates his dangerous new path, while Damon and Meredith try to determine the best course of action. At the school's 1920s Decade Dance, Bonnie invites Jamie to the 1920s Decade Dance, and Caroline convinces Elena to ask Stefan to join her. Caroline is pleased to see Tyler show up at the dance and try to sweep her off her feet, but Klaus does everything he can to come between them. Things take a dangerous turn at the dance, and Stefan and Damon turn to Jeremy, Matt, and Bonnie to help reverse a spell that threatens everyone.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.
Elena and Jenna have a problem with Jeremy's relationship with Vicki. Stefan comes clean about his past to Elena. At a fund-raiser, Bonnie is taken aback by how advanced her powers are, and turns to her grandmother for guidance. Elena uncovers some news about the Salvatore family.
As the town prepares to celebrate the traditional Illumination Night, spirits of the dead invade Mystic Falls. After a brutal attack by an angry spirit, Damon asks Bonnie to determine the source of the ghosts' surprising power. Elena talks Jeremy into using his connection to the other side to help her explore new ways to reach Stefan, but Jeremy makes a terrible decision. Meanwhile, Alaric discovers a long-hidden clue that gives him new insight about the past.moreless
Damon and Stefan work on a new mission with the hope of bringing down Klaus, and they enlist the help of Caroline, Matt, and Elena. Bonnie is forced to help Klaus with a spell after he threatens someone important to her. Meanwhile, Klaus and Rebekah find a way to convince Finn to help them, but Rebekah is focused on her own plan to exact revenge on Damon. Stefan's emotions lead to a dangerous confrontation with Klaus and, later, to a heartbreaking moment with Elena.moreless
Katherine and Elena convince Damon to help them find Stefan, after they both have the same dream about him being in danger. A mysterious woman called Tessa messes with their plans, reveals things from the past as well as some disturbing news for Damon's future. Meanwhile, Silas reveals the reason he is after Katherine, a search that puts Matt's life in danger and Damon and Elena have to face new facts.moreless
Elena obsesses over the state of her relationship with Damon. Enzo, through flashbacks to election night in 1960, learns what happened to his long-lost love. When he enlists Liv and Luke's help, things take a bad turn. Damon's attempts to calm Enzo down results in a confrontation between Enzo and Stefan. Bonnie deal with changes happening on the Other Side. Jeremy and Matt admit to Damon that the Traveler knife is missing. Markos enlists Sloan's help in a ritual designed to break an ancient curse against the Travelers. Tyler finds himself forced to play a risky part in the ritual.moreless
Bonnie believes her dreams she's been having about Klaus's coffins will help her figure out how he can be killed. The recurring dreams also lead Bonnie to a reunion with her mother, Abby, whom Bonnie hasn't seen for 15 years. When they visit Abby's farmhouse, Bonnie and Elena meet Jamie, a young man Abby took in years earlier. Though Bonnie's sudden appearance catches Abby off-guard, she does her best to explain the past. Tyler turns to an unexpected ally as he works to regain his free will. Damon is intrigued by Dr. Fell, and Klaus and Stefan continue their violent negotiations over control of the coffins containing Klaus's family members.moreless
Elena, Bonnie and Damon head to Whitmore College. Bonnie visits with Professor Shane who took over the classes her grandmother used to teach while Damon teaches Elena how to choose a victim. Stefan questions Klaus about Connor but he insists that Stefan get Rebekah to forgive him before he gives any answers. Klaus tells how in the 12th century he encountered a powerful group of vampire hunters and how Rebekah learned their secrets after she fell in love with one.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
At the Founder's Day Gala, Elena and Caroline compete in the "Miss Mystic Fall" contest. Elena is very happy to have Bonnie back but Bonnie still has some issues to work. Meanwhile, John Gilbert tries unsuccessfully to intimidate Damon, and Damon discovers that Stefan is hiding a very dangerous secret.
Damon and Elena try to describe Amara's situation to Stefan. While Katherine gets disturbing news from Dr. Wes, Nadia is searching for her in Caroline's dorm. Jeremy's and Bonnie's discussion with Amara makes them hope. When Silas does not keep a promise, Damon turns to Tessa for assistance. Stefan makes a confession to Damon and Elena.moreless
Elena Gilbert and her brother Jeremy come to terms with the death of their parents. Elena is popular amongst her peers and the perfect straight A student, but has difficulties hiding her grief from the world. Meanwhile, Jeremy treads on a dangerous path of using drugs to ease his pain. The arrival of new student Stefan Salvatore, however, makes Elena think about romantic possibilities.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.
On the island, Damon experiences a violent encounter with a vampire hunter named Vaughn and realizes he is one of The Five. Stefan reveals his feelings about becoming human again to Elena. The group learns a shocking new piece of information about the cure, which changes the situation for everyone. Jeremy helps Bonnie distinguish between reality and illusion, and Shane finds comfort with Caitlin, a woman from his past. Back in Mystic Falls, Caroline and Tyler realize that they'll need Klaus's help as they try to decode the marks on the Hunter's Sword, though Klaus has his own agenda for unlocking the mystery.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
While in Chicago with Klaus, Stefan runs into a vampire from his past, someone still interested in him after decades. In a flashback to 1920s Chicago, Stefan recalls a troubling chapter in his life. Following a tip, Damon and Elena follow the trail of Stefan and Klaus. Wondering what's happened to Caroline, Tyler asks Sheriff Forbes for help.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
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
Elena and Bonnie help Alaric in his effort to decipher the meaning behind his recent discovery. Elena and Rebekah find themselves in a mean-girl power struggle until Rebekah finally reveals some of her family's ancient secrets and her violent past with Klaus and Elijah. Still trying to make a breakthrough with Stefan, Damon tries a reckless new approach, and they're both surprised by an unlikely ally.moreless
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
Stefan tries to save Vicki from herself. Damon tries to take his necklace back from Bonnie, he is shocked by Bonnie's powers. Bonnie discovers more about her family's history. Matt takes Vicki to a haunted house.
Elena's recent behavior has everyone worried, and Damon and Stefan and Damon decide that returning to the normal high school routine would be best for Elena. Caroline is happy to learn that Elena wants to rejoin the cheerleading squad, but Elena's dangerous actions leave Caroline shocked. Damon and Rebekah continue to hunt for the cure, but Damon's unwanted advice surprises Rebekah. Klaus attempts to get some important information from Hayley and ends up making an intriguing discovery. Meanwhile, a Elena hosts a wild party and gets herself into an ugly fight.moreless
Elena is excited to move into her dorm with Caroline at Whitmore College after spending a summer enjoying her relationship with Damon and making sure Jeremy is adjusting to his life. Elena and Caroline are surprised to see a student, Meghan, instead of Bonnie who is supposed to have been traveling all summer. Katherine pays a visit to Damon, asking him to protect her from her enemies now that she is human. Matt and Rebekah return from Europe where they have met Nadia. Elena is under the impression that something is wrong with Stefan and Silas appears at the "End of the Summer"party in the town square.moreless
The murders in Mystic Falls get Damon thinking back to a similar crime spree one hundred years ago. Through flashbacks to 1912, Damon remembers a beautiful vampire named Sage who opened him up to a whole new way of life. Sheriff Forbes warns Damon not to get involved in the murder investigation, but Damon is convinced she's pursuing the wrong suspect. In their effort to prove that Dr. Fell is the murderer, Elena and Matt resort to breaking and entering as they search evidence. For reasons that only Rebekah understands, she starts asking questions about the location of one of Mystic Falls' oldest landmarks. Elena comes to a new realization about the direction her life has taken, and Damon makes an emotional confession to Stefan.moreless
Caroline and Enzo make a trip to Atlanta to find a recently revealed doppleganger. Enzo tells Caroline about his past. When Damon and Elena find out about Jeremy's bad behavior at school after a parent-teacher meeting, Damon lets Elena in on some disturbing news about Jeremy's personal life. Bonnie come across Luke and finds out more about his family history. Jeremy makes a deal with Liv after she tells him about the Travelers' next move and shows him how substantial her power has become. Caroline and Stefan share a special moment. The leader of the Travelers, Markos, makes an appearance.moreless
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.
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.
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.
Elena and Stefan go to the town's annual Founder's Party. Vicki wants Tyler to take her to the party. Damon tells Elena about the history of the Salvatores. Stefan tries to cut Damon out of his life.
Stefan learns the reason Damon returned to Mystic Falls - Jeremy gets a break from the mysterious new history teacher, Alaric Saltzman and introduces Alaric to Jenna. Bonnie is having terrifying dreams about one of her ancestors. Despite Elena's efforts to smooth things over, Bonnie and Caroline continue to argue over the medallion. When the girls hold a séance to help them decide what to do, the results are stranger than any of them expected. Matt comes to Caroline's aid when she needs a friend. Damon finally reveals to Stefan the stunning reason he has returned to Mystic Falls.moreless
Elena is very touched by a student called Aaron. She and Damon attend the Whitmore Historical Ball as Anne Boleyn and Henry VIII. Dr. Maxfield shares some disturbing information with Elena. Caroline is heartbroken. Nadia reveals her story to Katherine and Damon tries to make a deal with Silas, but things get out of control.moreless
Bonnie warns Elena about Stefan. Tyler attempts to humiliate Stefan but it backfires as Stefan catches and passes the ball back, winning everyone over. Damon and Caroline gate crash any plans Elena had for Stefan and Bonnie to get along.
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
Elena's celebrating her 18th birthday, but she and Damon are focused on looking for clues to help discover where Stefan went. Klaus and Stefan follow the trail of a werewolf, and Jeremy can't understand why he keeps seeing the ghosts of Vicki and Anna. Caroline and Tyler face an unexpected challenge.moreless
Stefan helps Katherine in order to deal with his pain until Caroline finds another way. Elena tries to fix things with Caroline and gets very concerned about Damon that she asks Aaron for help. Damon reveals aspects of his dark life to Elena and she tells him what she has just learnt about her family. Aaron takes a desperate path after a conversation with Dr. Wes.moreless
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
Even as Nadia is going back over the memories of her centuries long search for Katherine, Stefan, Caroline and Matt figure out a new plan to save Elena's life. Jeremy and Bonnie need Liv's help again. Damon is determined to get revenge on Dr. Maxfield. Caroline and Tyler work out a new understanding. Bonnie discovers a horrifying secret that endangers her friends.moreless
Klaus contacts Chicago witch Gloria to help him find the reasons why his plan isn't working as he expected. Gloria, though able to see glimpses of the puzzle, needs Stefan's help to piece it all together. Damon is pushed to his limits by a new enemy in Mystic Falls with far reaching effects. Even while helping Elena confront her feelings, Caroline tries to cope with her own emotions. Jeremy is left extremely confused after a dramatic and important discovery with one of his ghosts. But it's an unexpected meeting involving Bonnie that will touch everyone's lives.moreless
Back in present day Mystic Falls, Damon reunites with Sage a century after their first meeting. During the kick off ceremony for the restoration of Wickery Bridge, Damon is surprised to discover the reason Sage has returned. Meanwhile, Abby is having trouble coping with her new reality, even with Caroline and Bonnie doing their best to aid her transition.moreless
On the first day of their senior year, Elena, Matt, Bonnie, and Caroline are still dealing with the recent events, yet Tyler seems to be enjoying his new reality a little too much. Damon is frustrated by the new guest in his house, and everyone is caught off guard when a new student joins Alaric's history class. Matt looks to Bonnie for help after realizing that he made a big mistake. Meanwhile, Stefan continues to follow Klaus's orders and carry out his latest assignment.moreless
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
Elena, Bonnie, Matt and Tyler decide to oblige Caroline when she urges them to celebrate Senior Prank Night, but uninvited guests make for a deadly evening. Damon convinces Jeremy that his connection to the other side may be the way to defeat Klaus. Klaus uses Stefan for more dangerous and brutal intentions.moreless
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.
Since Dr. Wes injected Damon with the serum his behavior has gone from bad to worse. Stefan feels bad telling Damon never to return to Mystic Falls so he sets out to find him with Elena tagging along. Once again Dr. Wes asks the Travelers for help when he decides to test the friendship between Damon and Enzo. Matt recruits Caroline and Tyler to help protect Elena ending with a violent confrontation. As Stephan later tries to console unhappy Caroline, their talking leads to a shocking realization.moreless
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. Bonnie is angry when she learns that Jeremy is working with Liv. Matt, Tyler and Jeremy help Liv keep track of the Travelers who plan to take over Mystic Falls. Matt has a terrifying encounter with inhabitants of the Other Side. Luke shows up and tells Damon, Elena and Enzo what he knows about Markos. Damon finds Markos and is both pleased and concerned about what he hears.moreless
Nadia has figured out a way to keep Katherine permanently in Elena's body but first she needs to find Katherine's body which has mysteriously disappeared. Enzo comes to Damon with a grisly present and wants them to carry out an act of revenge but Damon tries had to do the right thing. Matt throws a party at which Caroline makes a stunning admission to Elena. Caroline's confession forces her then to face the consequence of her actions with Stefan and Tyler. Aaron decides to start a new life. When Elena finds herself in a life threatening position, she doesn't have much time to figure out how to save herself.moreless
While Mystic Falls has its Observance Day in order to honor its dead, Damon and Elena try to help out Stefan, which has the emotional impact of its own on Elena. Matt is worried about his blackouts and tries to find out more about them. Caroline tries to get to know Jesse and Jeremy confesses something that affects Damon greatly. Dr. Maxfield sets a plan that will change everything in motion.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.
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
Whitmore College holds its annual "Bitter Ball" for broken-hearted students, which Caroline persuades Elena and Bonnie to attend. Bonnie meets up with Liv who seems to be playing her hand at witchcraft. Matt's relationship with Nadia bothers Tyler. Stefan speaks to Damon and Enzo after making a troubling discovery. Dr. Maxfield gets a new benefactor for his struggling research project. Damon and Enzo use violence to induce Bonnie and Jeremy to help them with their revenge plans but things don't go as planned.moreless
Stefan and Damon find a common enemy and someone they deem to be a threat. Meanwhile, Elena confesses her love for Stefan and persuades him to stay in Mystic Falls, but she also makes a devastating discovery that adversely affects her relationship with him. Jeremy takes up drawing fantasy creatures again.moreless
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
When Elena wakes, Stefan tries to fill her in on what has happened. Caroline finds a terrifying secret in Dr. Wesley's files just as Enzo shows up claiming to possess the solution. Caroline calls Stefan and asks him to meet her and Enzo in an mysterious location. When they get there, a group of Travelers lets them know something new about the importance of doppelgangers. Elena runs into Luke on campus who seems to know her. Rather than take him up on his suggestion to go on a drinking binge, she sends him off to find Bonnie and Liv. When Damon finally gets around to filling Elena in on his recent activities, they come to a new agreement about their relationship.moreless
Klaus attempts to execute a plan that will give him even more power, but things don't go as he planned. Alaric and Damon hesitantly go along with Elena's search for Stefan, but her plan may end up putting Damon in danger. Jeremy asks for Matt's help to find out what his ghosts want from him, and Caroline needs Tyler's help.moreless
Damon asks for Stefan's help to find Elena. The brothers visit Aaron and Stefan is shocked of what Damon knows. Dr Wes is trying to stop Damon and thus releases a secret weapon, forcing Damon to face his past. Dr Wes confesses information to Elena about the history of Whitmore College as well as his goal. Katherine turns to Matt for help and she realizes that the solution to her problem may be Nadia.moreless
Tyler reveals that Markos' plans to break the witches curse isn't without its dangers to Elena and Stefan. So Damon takes Stefan and Elena to a cabin, once owned by Caroline's dad, to keep them safe, and then he devises a parlor game to get them to reveal a secret they've been hiding. At the cabin, a spirit uses violence and fire to let them know it is there. Matt's charged with getting information from one of the Travelers. Meanwhile, Bonnie keeps Jeremy in the dark regarding the truth about the Other Side, in spite of Grams warnings.moreless