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Hollis Shaw, creator of the popular food blog, Hungry with Hollis, is shocked when her heart surgeon husband, Matthew, is killed in a one-car accident on a snowy morning. The cracks in Hollis’s perfect life—her strained marriage and her complicated relationship with her daughter, Caroline—grow deeper. So when Hollis hears about something called a “Five-Star Weekend”—one woman organizes a trip for her best friend from each phase of her life: her teenage years, her twenties, her thirties, and midlife—she decides to host her own Five-Star Weekend on Nantucket.

Ronni Sunshine left London for Hollywood to become a beautiful, charismatic star of the silver screen. But at home she was a narcissistic, disinterested mother who alienated her three daughters. As soon as possible, tomboy Nell fled her mother's overbearing presence to work on a farm and find her own way in the world as a single mother. The target of her mother's criticism, Meredith never felt good enough, thin enough, pretty enough. Her life took her to London - and into the arms of a man whom she may not even love.