In 1959, Hollywood ingenue Mercy Welles seems to have the world at her feet...Until she shockingly vanishes without a trace, just as her career is taking off. Almost 60 years later, Kit O’Neill, a junior television producer in Manhattan, discovers a long-lost box of souvenirs that reveal that the grandmother who raised her and her sister was, in fact, the mysterious Mercy Welles. Kit is determined to solve the riddle of her grandmother’s missing life and the trail eventually leads to Martha’s Vineyard. Mercy retreats to the island nursing a broken heart, only to be drawn to the roguish Ren Sewards, who is not just the simple oysterman he appears to be but a scion of one of the island’s wealthy founding families.

Betty Jane Welch reluctantly enters the Miss Delaware contest to make her mother happy, only to surprisingly find herself the judges' choice. Just like that, she's catapulted into the Miss America Pageant in Atlantic City. Luckily, her pageant-approved escort for the week is the dashing but mercurial Griffin McAllister, and she falls for him hard. But when the spirited Betty unexpectedly wins the crown and sash, she finds she may lose what she wants most: Griff's love. To keep him, she recklessly agrees to run away together. The chase is on as the cops and a scrappy reporter secretly in love with the beauty queen threaten to unravel everything --- and expose Griff's darkest secret.

For a small-town girl with a big dream in 1955, there is no address more glamorous than New York’s Barbizon Hotel. Together, three young ladies embark on a journey of self-discovery that will take them from the penthouse salons of Park Avenue to the Beat scene of Greenwich Village to Atlantic City’s Steel Pier --- and into the arms of very different men who will alter their lives forever.