Abby O'Brien Winters returns to the Maryland town her father built when she receives a panicked phone call from her younger sister Jess, who asks for her help to keep her inn from foreclosing.
As the whole O'Brien family reunites in Chesapeake Shores for the first time in years, Abby attempts to learn from her own father's mistakes to avoid missing out on her young daughters' lives.
As Kevin remains missing, Mick, Nell and the rest of the O'Brien family nervously wait for more news, while Abby goes to New York to fight for custody of her daughters.
As Mick nervously faces a failing business deal, Abby is subpoenaed in the investigation against Wes, and Connor comes up with a plan to prove her innocence.