After discovering that there may be a way out of Malivore, Hope becomes more determined than ever to find her way back to Mystic Falls. Alaric, who is still reeling after being voted out as headmaster by the honor council, continues looking into the mysterious night Malivore was destroyed. Elsewhere, as the students leave for summer vacation, Landon stays behind to keep an eye on Rafael, while MG heads to Atlanta to spend time with Kaleb's family. Finally, while Lizzie spends the summer in Europe with Caroline, Josie searches for answers about the mysterious ascendant that Alaric was keeping from them.
Determined to move forward with her new life alone, Hope's latest hunt leads her on a collision course with the past she's been desperately trying to leave behind. Meanwhile, on their first day back in school, Landon's newfound status as the popular guy leads to tensions with Josie. Elsewhere, as MG contemplates telling Lizzie how he feels about her, the arrival of a mysterious vampire puts a wrench into his plan. Finally, as Alaric gets settled into his new role at Mystic Falls High School, the students of the Salvatore School meet their new headmaster, Professor Vardemus.
As the Salvatore School prepares for its annual football game against Mystic Falls High, the latest monster to arrive in Mystic Falls sets its eyes on one of the students. Landon and Josie's relationship is put to the test when a player from the opposing team catches his eye. Elsewhere, Lizzie enlists MG's help learning more about Sebastian, and Alaric goes head to head with Professor Vardemus.
When a samurai shows up in Mystic Falls looking for a demon that possesses its victims, Josie leads the charge to defend her friends from the demon's wrath. Meanwhile, as Landon and Rafael head to Mystic Falls High in hopes of learning more about the mysterious Hope, MG is conflicted by a secret he's uncovered about Lizzie's new vampire friend Sebastian. Finally, just as Alaric lets his guard down around the town's new sheriff, a confrontation with a demon forces him to reevaluate his priorities.
As the Salvatore School prepares for its upcoming '80s-themed decade dance, Hope and Lizzie find themselves trapped inside a never-ending labyrinth with a monster on their trail. Meanwhile, Josie and Landon decide whether or not to take their relationship to the next level. Elsewhere, MG turns to Kaleb for advice on what to do about Sebastian, while Rafael struggles to adjust to his life back at the school.
When a truth-seeking monster arrives in Mystic Falls during Commonwealth Day, Hope and Lizzie fear that the secrets they've each been keeping have made them targets. Meanwhile, MG, Kaleb and Kym seek out an unlikely ally, who may have knowledge on how to take down the latest monster. Finally, Freya receives an unexpected visit from one of the Salvatore Students.
After deciding that leaving town would be for the best, Hope gets pulled back in after Josie comes up with a risky plan to close the Malivore portal. Elsewhere, Alaric and Dorian make an alarming discovery about Professor Vardemus, while Rafael learns some upsetting news about Landon's future.
Hope joins forces with an unlikely ally to take down a Christmas monster, who's using holiday cheer to infiltrate the Salvatore School. Elsewhere, Landon surprises Rafael with news about his family lineage, and Sebastian accompanies Lizzie on her latest mission.
Back and ready to wreak havoc, The Necromancer's plan for revenge on Malivore takes a turn when he realizes he is now a human and powerless. To mend fences with Josie, Hope offers to help her learn more about the mora miserium. Elsewhere, Alaric enlists Landon's help to find out if Sebastian is a threat to the school.
As the witches of the Salvatore School come together to celebrate Coven Day, the latest monster to infiltrate the school targets Alyssa Chang and the other students by spreading discord and creating chaos among the covens. Elsewhere, Alaric, Lizzie and Josie search for a solution that keeps Josie protected from the dark magic brewing inside the mora miserium. Fed up with feeling powerless alongside Hope, Landon asks her to give him self- defense training. Finally, Alaric's past comes back to haunt him.
After learning that Josie, Lizzie and Alaric are in trouble, Hope leads the charge to save them. Meanwhile, Landon seizes the chance to keep an eye on the latest monster in town in order to prove himself useful. Elsewhere, MG's attempt at a perfect first date with Kym takes a disastrous turn when Hope enlists his help in her plan.
When a series of events leads Josie, Lizzie and Alaric to the prison world, they come face to face with the twins' evil uncle Kai.
Hope finds herself in a race against the clock as the threat of the prophecy looms and the pressure to rescue the Saltzmans grows. Meanwhile, Alaric's attempt to keep his family safe leads him to make a difficult decision.
In order to deal with their recent trauma, Emma suggests the students participate in a group simulation that transports them to a film noir world. Hope, Josie, Lizzie, MG and Rafael quickly learn they must confront their conflicts head-on or risk facing the game's catastrophic consequences.
When things take a dark turn on the twins' 17th birthday, Lizzie is left to make a difficult decision. Meanwhile, Hope takes drastic measures when she and Alaric clash over how to handle an issue involving Josie. Finally, Rafael makes a heartbreaking discovery.
In a race to save Josie, Hope infiltrates her subconscious and finds herself in a fairytale world filled with dark magic. Back at the Salvatore School, Alaric, Lizzie and the Super Squad commit to their own risky plan to get Josie back despite the potential consequences.