Desperate to avoid his family's judgment about his perpetual single status, Peter (Michael Urie) convinces his best friend Nick (Philemon Chambers) to join him for the holidays and pretend that they're now in a relationship. But when Peter's mother (Kathy Najimy) sets him up on a blind date with her handsome trainer James (Luke Macfarlane) the plan goes awry.

Chance Hazelton owns a struggling, "hard-to-find" gift shop called "Gifts by Chance". As the Christmas shopping season approaches, Chance is hired by William Richards, a wealthy and popular entrepreneur to help him organize the perfect proposal for his girlfriend Leyla Brooks. When Chance needs to get closer to Leyla to find out what she likes, they devise a plan to have her attend their Christmas party as an old friend of the family. Chance and William continue to spend more time together with the hopes of devising the perfect proposal, but Leyla does not seem to be ready for marriage and each plan seems to fall apart. As Chance and William get to know each other more they begin to bring out the best in one another. Chance begins to see that there's more to life than living in the past and William starts to find out who he is beyond his public image.

When a successful woman returns to her hometown to revive her family's Christmas festival, she meets a dashing stranger who's volunteered to help organize the event. Sparks begin to fly between them, but little does she know that he's really a prince in disguise, longing to find the true spirit of the holidays. It will take a Christmas miracle of royal proportions for their hearts to meet as one.