Knowing she needs to come to terms with the loss of Damon, Elena turns to Alaric to help her move on with her life. Enzo convinces Caroline to join him as he tracks down a lead to get Damon and Bonnie back, but Caroline is shocked when they make an unexpected detour and uncover what Stefan has been up to. Meanwhile, Matt worries about Jeremy who is spending time with Sarah (guest star Gabrielle Walsh), a mysterious girl who has recently arrived in Mystic Falls. Elsewhere, Tripp (guest star Colin Ferguson), leader of the community protection program, makes an interesting confession to Matt about his connection to the town. Lastly, with the Other Side destroyed and gone for good, Damon and Bonnie reluctantly band together to uncover the mystery of where they are and how they are going to get back home.
Based on novels of the same name, Vampire Diaries follows Elena, a young heroine, who is the object of passion for two vampire brothers. Four months after the tragic car accident that killed their parents, 17-year-old Elena Gilbert and her 15-year-old brother, Jeremy are still trying to cope with their grief and move on with their lives. Elena has always been the star student; beautiful, popular and involved with school and friends, but now she finds herself struggling to hide her sadness from the world.
As the school year begins, Elena and her friends are fascinated by a handsome and mysterious new student, Stefan Salvatore. Stefan and Elena are immediately drawn to one another, and Elena has no way of knowing that Stefan is a centuries-old vampire, struggling to live peacefully among humans, while his brother Damon is the embodiment of vampire violence and brutality. Now these two vampire brothers - one good, one evil - are at war for Elena's soul and for the souls of her friends, family and all the residents of the small town of Mystic Falls, Virginia.