Emma Bloom's (Tobin) boss at Kemp Street Management assigns her to go home for the holidays and convince her former high-school boyfriend, now national recording star Tyler Thorn (MacCaull) to sign with their company. While Emma is an organized assistant, her real dream is to be a singer and songwriter. After firing his manager, Tyler is headed home to Vermont for Christmas for the first time in years. When Emma and Tyler arrive in their hometown, they are immediately immersed in an all-hands-on-deck effort to save the annual Christmas Carol Celebration where they first sang together as kids in the choir. Turns out, a trip down Memory Lane may hit all the right notes for love, though there are a few bumps in the road in the guise of his fired manager, bad cell-phone reception, and Emma's inability to admit her feelings for Tyler.