New York City painter Audrey Moss returns to her small hometown in Minnesota for the holidays and is met with an unexpected quest from her beloved late grandmother: find the owners of five mysterious gold rings and return them to their rightful homes before Christmas morning, only nine days away.

Chloe Hollis, an ambitious New York professional whose habit of putting everyone else first has left her overlooked for the promotion she desperately wants, returns home to Maple Hills, West Virginia, for Christmas. Determined to change her people-pleasing ways, Chloe embarks on an unconventional holiday challenge to overcome her fear of rejection. But when she meets James Stone, a successful executive spending Christmas with family in town, Chloe discovers some of life’s greatest gifts arrive when we stop fearing the answer and start embracing the journey.