Single mom Abby has left behind a hectic life in the city, choosing to live a simpler existence with her daughters in her childhood hometown of Chesapeake Shores. As she navigates professional opportunities and obligations, she makes a big decision to blow the whistle on Porter Financial. She suspects the Porter Fund is actually a Ponzi scheme, and as a result of exposing the company she is suspended from her job at Capital Management. After reporting to a deposition and getting an attractive offer from Hunter Drew and Associates to join them with a pay raise, Abby turns down the job to retain her integrity. After Derrick Porter is indicted, Abby is offered her job back with Del, but she is unsure about whether to return. To keep busy, she gets involved with the school play and meets the 3rd grade teacher, Jay. The two get to know each other. Before Trace left for a big music tour, Abby broke things off as she was unable to handle the distance and playing second fiddle to Trace’s true passion – his music. Trace tries to reconnect with Abby and restart their romantic relationship but she is evasive, and the pair ultimately decides to go their separate ways. Abby focuses her attention on the family business, and Mick names her President of O’Brien Construction. A high profile and eccentric new client, Evan Kincaid, keeps Abby on her toes as she runs point on his hotel project in Chesapeake Shores. As progress is made with the build, Evan gets to know more members of the family and seems to want a closer connection with Abby. Jay too, lets Abby know he would like to pursue a romantic attachment with her. Who will Abby choose?
Elizabeth and Nathan uncover Oliver's secret, and Rosemary worries Lee has a secret of his own. Allie's interest is piqued when Earl Wyatt returns to town.
When Belinda (Kim Shaw) heads back to her hometown for the holidays, things get complicated when she is forced to team up with her ex, Dustin (McGarry), at the town's annual Christmas scavenger hunt.
