Special Guest Stars Steven R. McQueen as Jeremy Gilbert Michael Trevino as Tyler Lockwood Marguerite MacIntyre as Sheriff Elizabeth "Liz" Forbes Sara Canning as Jenna Sommers Jodi Lyn O'Keefe as Josette "Jo" Laughlin Jasmine Guy as Sheila "Grams" Bennett David Anders as John Gilbert Arielle Kebbel as Lexi Branson Jaz Sinclair as Beatrice Natashia Williams as Lucy Guest Stars Nina Dobrev as Elena Gilbert Kayla Ewell as Vicki Donovan Nina Dobrev as Katherine Pierce Demetrius Bridges as Dorian Joel Gretsch as Peter Maxwell Co Starring Tierney Mumford as Elizabeth "Lizzie" Saltzman Lily Rose Mumford as Josette "Josie" Saltzman Jason MacDonald as Grayson Gilbert Erin Beute as Miranda Sommers-Gilbert Jen Harper as The Witch of The Five Bob Banks as Tiki's Grandfather Maria Howell as Ayana