Season two of the multi-generational family drama Chesapeake Shores follows Abby O Brien, a high-powered career woman, divorcee and mother to twin daughters, as she adjusts to life back in her hometown of Chesapeake Shores. Abby now balances a budding relationship with her former high school sweetheart, Trace, working for a firm that does business with her uncompromising father Mick and raising two young daughters. While Abby s once-estranged mother, Megan, strives to reestablish relationships with Abby and her siblings, the O Brien clan primarily looks to their wise grandmother Nell for guidance as they navigate life, love, career and romance. Based on the novels of the same name by New York Times bestselling author Sherryl Woods. Stars Meghan Ory, Jesse Metcalfe, Treat Williams, Barbara Niven and Diane Ladd.