Hollis Shaw, creator of the popular food blog 'Hungry with Hollis', finds her life turned upside down when her heart-surgeon husband is killed in a car accident on a snowy February morning. As Hollis searches for comfort, she discovers the idea of the 'Five Star Weekend': a gathering of the best friends from each stage of your life. But when Hollis decides to host her own version on Nantucket, the weekend isn't exactly a Hallmark movie.