In this Groundhog Day meets Miracle on 34th Street holiday romance, Annie Jones must repeat Christmas Eve until she finally gets it right, discovering family-through-community and love along the way. 

Annie Jones works hard designing windows for iconic department store Lawson's Finest, but she spends most of her time alone in her apartment with her beloved cat. When her Christmas window display gets upended by some kids on Christmas Eve, the store Santa gives her a decorating tip on how to start over, with a little help from friendly security guard Braden Tate.

Braden admires Annie and her work. Her lush window displays remind him of simpler times, when he was a kid and his family used to stroll down Fifth Avenue during the holidays. Though they’ve never talked much before today, Braden can’t help but feel that he’s somehow known Annie forever—and that this Christmas just might change his life. 

When Santa's tip for starting fresh sends Annie on a series of repeat Christmas Eves, Annie has an infinite number of chances to get things right and every opportunity to find what’s been missing from her life—friends, community, family, and a magical holiday romance that fits her just right.