Guest Stars Catherine Disher as Martha Endicott Tinsdale Kylee Evans as Stephanie Borden Peter MacNeill as George O'Hanrahan Rhys Matthew Bond as Nick Radford Dan Jeannotte as Brandon Russell Noah Cappe as Derek Sanders Hannah Endicott-Douglas as Lori Russell Anthony Lemke as Ryan Elliott Shane Harte as Anthony Rayisa Kondracki as Ashley / Heather Chris Gillett as John Beamish