Christmas is fast approaching and years of long workdays employed at New York’s top corporate law firm are about to pay off now that Lucy Toomey will be made partner after the New Year. However, when Alice, her older sister with special needs, unexpectedly passes away, Lucy returns back to Nilson’s Bay, Wis., to attend the funeral and handle her estate. While Lucy dreads returning to her childhood home, she also feels real sorrow that she was too busy to take her sister’s last call. Once back in Nilson’s Bay, Lucy meets Peter, her old high school sweetheart and Alice’s former attorney, who informs her of the terms of Alice’s eccentric will that states in order for Lucy to inherit the family home, she must live there for 30 days through the holidays.

Alana Higman, a die-hard Kansas City Chiefs fan, and her family are competing to win the team's Fan of the Year contest, in a process judged by the director of fan engagement Derrick. As the pair spends time together, it's clear there's a spark between them. But when her grandfather's vintage Chiefs good luck winter hat goes missing, Alana begins to doubt everything she believed about fate, destiny and even questions her future with Derrick.

When an ambitious event planner gets an opportunity she can’t refuse, she goes undercover as her boss and returns to her rural hometown. With the help of her family and the man she left behind, she pulls off the perfect spring retreat, but will she discover home is where her heart is?