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A recently single Jessica sends Christmas cards to people who have impacted her life—the aunt who raised her, her younger brother in the military, a popstar who was part of the soundtrack of her life, the music teacher who inspired her, and the best friend who always tells the truth.

A skeptical writer shows up in Evergreen to get the scoop on the town's famed passion for Christmas during a search for a long-lost time capsule.

After moving back to her hometown, Lisa (Lenz) plots with her siblings and grandparents to help her father's bed and breakfast get a five-star review from an incognito travel critic (Webster), but ends up falling for him, not knowing he is the real critic.

Natalie Morgan is an author and host of a popular podcast, Holiday Love, which shares true stories of holiday romance with its listeners. While to the outside world and her listeners everywhere see Natalie is an expert on romance, she's never truly experienced a romance of her own. As Natalie prepares to embark on a promotional tour for her new book, she stops back home to spend Christmas with her family and to celebrate her parent's 50th anniversary where she unexpectedly begins to experience her own holiday romance as sparks ignite with local firefighter, Jack.