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.