Based on the novels of the same name by New York Times bestselling author Sherryl Woods, the multi-generational family drama of "Chesapeake Shores" follows Abby O'Brien (Meghan Ory), a high-powered career woman, divorcee and mother of two young daughters (Kayden and Abbie Magnuson), who makes a trip from New York City to her hometown of Chesapeake Shores. Her visit home brings Abby face to face with her past, including her high school sweetheart Trace (Jesse Metcalfe), her uncompromising father Mick (Treat Williams) and her esteemed grandmother Nell (Diane Ladd). Abby realizes the toll her career has taken on her ability to be a hands-on mother to her daughters, and considers a permanent move to Chesapeake Shores.

Adding to the family drama is the return to Chesapeake Shores of her mother Megan (Barbara Niven), who left the family years ago and is still estranged from some of her adult children. Rounding out the O'Brien clan are Abby's siblings Jess (Laci Mailey), who is struggling to find her calling; Bree (Emilie Ullerup), a playwright in Chicago whose career and love life have stalled; Kevin (Brendan Penny) a soldier whose military career causes his family constant worry and Conor (Andrew Francis), a law school graduate who lives in New York City and comes back to the family home for the summer.

Season three of the multi-generational family drama "Chesapeake Shores" follows Abby O'Brien (Meghan Ory), a high-powered career woman, divorcee and mother to twin daughters, as she adjusts to life back in her hometown of Chesapeake Shores. Rekindling her romance with Trace (Jesse Metcalfe), her former high school sweetheart, Abby discovers that their relationship will be rocked by not only his newfound fame, but also her responsibility to protect her daughters. Returning to her hometown also means engaging in the lives and loves of her siblings: Jess (Laci J. Mailey) a free-spirit and owner of a successful bed and breakfast; Bree (Emilie Ullerup), a former playwright who buys a bookstore in Chesapeake Shores who has written a family tell-all; Kevin (Brendan Penny), a soldier adjusting to civilian life, a new career and a newly serious romance; and Connor (Andrew Francis), a lawyer who is finally stepping out of his brother's shadow. With the support of their uncompromising, highly successful businessman-father, Mick (Treat Williams), their once-estranged mother, Megan (Barbara Niven), and their wise grandmother Nell (Diane Ladd), the O'Briens are a family that must face life's challenges, but always finds hope in their enduring love toward one another as they navigate life, love, career and romance.