Ally is a successful TV producer who finds herself as a contestant on her network's dating show in order to boost ratings. Much to her surprise, she makes it to the final round and is chosen for the Hometown Date, where she must return to her small hometown and face her high school sweetheart, now a successful businessman.
As Ally spends time in her hometown, she begins to reconnect with her roots and the people she left behind, including her former flame. However, she must also navigate the pressures of the reality show and the expectations of the producers, who want drama and conflict above all else.
As Ally and her former sweetheart grow closer, they must decide whether their past love is worth rekindling or if they are better off moving on with their separate lives. With the help of her hometown friends and family, Ally must come to terms with her past in order to find true love in the present.
Love in Winterland is a heartwarming romantic comedy that explores the themes of self-discovery, forgiveness, and the power of second chances.