In an attempt to win back her ex-boyfriend Jack on Christmas Eve, Kate ends up ruining her blind date with Miles, a handsome guy she's been set up with. In a strange twist of fate, Kate is magically given the chance to re-live Christmas Eve twelve times!

Six years after saying "I do," Olive and Clay call it quits. Although they split amicably, both want custody of their beloved dog Wesley and they end up in court. With everything at stake, can man's best friend find a way to reunite the couple?