Paul Wesley Eddie, Tucker Reed Actor Carrie-Anne Moss Rebecca Pruitt Actor Odette Annable Maddie Pruitt Actor Eka Darville Beau Morris Actor Matt Lauria Jackson Pruitt Actor Natalie Alyn Lind Ashley Rose Pruitt Actor Ashley Madekwe Simone Garland Actor Billy Magnussen Nick Actor Kim Cattrall Colleen Actor Danielle Campbell Kayla Sherman Actor James Wolk Jordan Actor Dania Ramirez Hannah Actor Sam Jaeger Tim Sherman Actor Davi Santos Gabe Actor Dorian Missick Sam Actor Michael Raymond-James Mitch Actor Kevin Williamson Executive Producer Aaron Kaplan Executive Producer Dana Honor Executive Producer Michael Lohmann Executive Producer