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High-powered career woman Abby O'Brien has made it out of her hometown of Chesapeake Shores and into the big city -- New York. When the divorced mother of twins takes a trip home, she is confronted with people from her past -- including high school sweetheart Trace, uncompromising father Mick and esteemed grandmother Nell. It is this look into her past, combined with a realization that her career is restricting her ability to be a hands-on mother to her daughters, that leads Abby to consider making a permanent move back to Chesapeake Shores, which she does.
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S1, EP1 "Pilot"
Abby receives a panicked phone call from her sister, Jess, who asks for her help to keep her inn from foreclosing.

S1, EP2 "Home to Roost, Part One"
Abby thinks about leaving Wall Street; Trace struggles to discuss the music career he left behind; Jess sets out to prove she doesn't need her parents' help; an unexpected confrontation between Abby and her ex-husband.

S1, EP3 "Home to Roost, Part Two"
Abby decides to move to Chesapeake Shores to raise her daughters; Trace struggles with upsetting news from his past in Nashville; Mick asks Bree to stay in Chesapeake Shores to overcome her writer's block.

S6, EP10 "All or Nothing at All"
Sarah and Kevin's baby arrives, starting a week of celebration bringing the O'Briens together one last time in Chesapeake Shores.

S6, EP9 "Spring Can Really Hang You Up the Most"
Mick gets closer to the ones he loves while Evan and Luke push themselves away; Mick continues to rebuild his relationship with Megan; Luke recovers from a gunshot after stopping a robbery.

S6, EP8 "I Get a Kick Out of You"
Secrets are exposed to reveal the past can't be escaped; a DNA test reveals a location for Evan's father; Jess hosts a historical reenactment; a Hollywood star comes to offer Bree a movie deal.

S6, EP7 "It's Not for Me to Say"
Kevin learns something new while David questions what he thought was true; Bree finds out that she and Luke share a birthday; Kevin discovers the gender of the baby; David confronts his father.