In Chesapeake Shores Season 1, Abby O'Brien, a successful businesswoman, divorcee, and mother of twin children, is on her way from New York City to her birthplace of Chesapeake Shores when she receives a worried phone call from her younger sister Jess, who has recently refurbished the quaint Inn at Eagle Point. Her return home forces Abby to confront her past, which includes her high school lover Trace, her unassuming father Mick, who founded the town, her adventurous sister Jess, and her adored grandma Nell. This trip also made Abby realize how much her profession has taken away from her capacity to be a hands-on mother to her kids.Abby O'Brien Winters arrives in Chesapeake Shores after getting a worried phone call from her younger sister Jess, who has just completed a major renovation of the exquisite Eagle Point Inn. Abby has many painful memories of the Maryland town her father established, despite a challenging profession, a divorce, and two young girls aged nine and seven. To save the inn from being foreclosed on, she must deal not just with her broken family, but also with Trace Riley, the person she left ten years ago. Trace is first an impediment, but he soon changes into an unexpected ally and a second shot at love.