A Madison Avenue executive, Amy, discovers an unusual Christmas surprise when she inherits her Aunt’s hometown bakery. The real surprise comes when she learns the other half of the bakery was left to her long-ago boyfriend, Jack. Unresolved personal issues resurface between them, as the exes return home to co-manage the store, along with its traditional holiday cookie bake-off.

Real estate rising star Molly, who breaks up with Jackson, a smitten but seeming underachiever, on Valentine’s Day because he may have lied to her. Molly moves to New Mexico for a high-profile promotion and soon finds herself close to being engaged to the generous but immature Greg. In a twist of fate, a proposed business deal for a trendy winery puts Molly face-to-face again with the remorseful Jackson, who has a few more surprises for the woman he still loves.