Sarah and Kevin come together with exciting news. Connor and Margaret’s law firm struggles to make ends meet, and when Mick’s pill addiction starts to noticeably affect his life, the O’Briens must rally together and stage an intervention.

Sarah and Kevin’s baby arrives, kicking off a week of celebration. Mick and Megan prepare for their wedding, broken relationships are mended, and new surprises abound in the finale of “Chesapeake Shores.”

Kevin learns something new while David questions what he thought was true. Bree finds she and Luke share a birthday. Kevin discovers the gender of the baby. David confronts his father.

The O’Brien family comes together in the aftermath of Connor’s heart attack. Jess and David deal with media fallout after Dennis Peck goes on the run, and we finally discover who Abby called.

Abby goes all out to plan the perfect second date. David’s family makes a surprise visit to the B&B, and Megan must consider whether to take the job offer at the Getty or help Connor recover.

Various issues are troubling the O’Briens. Mick is in denial about his addiction. Margaret passes the bar. Jess pursues a new idea, and Bree tries mending the rift between her and Luke.

One of the O’Briens wrestles with a problem. Abby and Evan participate in a Road Rally, Connor breaks out of the house, Bree helps Luke with nightmares, and Mick and Megan discuss their pasts.

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.

As season four comes to a close, Trace and the O’Briens face decisions affecting their personal and professional lives. Trace weighs his relationship with Emma against her musical potential. Abby and Connor consider new career paths, while a new agent has Bree questioning what’s next.

When Evan comes to the house, he throws out his back and must recover for a few days on the O'Brien couch, connecting him with the family in a way Abby never anticipated.

Evan finds himself wondering if he has feelings for Abby; Luke is threatened.

Luke’s court case is here and Connor comes to his defense despite personal risks. Abby faces a romantic dilemma when Evan declares his true feelings and Jay wants more than friendship.

A fortune telling machine shares uncomfortable truths with the O’Brien couples. Mick and Megan struggle with their long-distance relationship, Abby’s more comfortable with her new romance.

While Jess and Bree discover David's parents' secret plans, Abby joins Trace on tour, realizing that it will be impossible to stay clear of Trace's newfound fame. Thomas's vow renewal sparks Mick and Megan to re-examine their own relationship, as Connor reconciles with Kevin.

Chaos reigns with the closure of the Bridge, and the O'Briens are at war over Bree's manuscript. Meanwhile, Kevin is heartbroken visiting Sarah's family in Philadelphia, especially after he's offered his dream job back in Chesapeake Shores. When Trace realizes that he might not return to Chesapeake Shores, his relationship with Abby is cast into doubt, as Jess wonders if her relationship with David can survive without the B&B.

As work continues on his hotel, Evan and Abby learn a bit more about each other. Evan stays a night at Jess's B&B.

After Mark offers Trace and his band a worldwide tour deal, Trace and Abby worry about how it might impact their future together. As Nell ponders a lost love from her past, Abby, Jess and Bree are faced with the possibility of losing their new loves in the present.

Abby develops an unexpected friendship with a client, while Trace faces conflict at The Bridge. Though initially hesitant to work with her ex-husband’s fiancé, Abby helps her out tremendously and builds a new rapport with her while on a project. Trace, however, has a more difficult time at work and considers putting his friendship with Mick in jeopardy during a professional disagreement. Kevin graduates from his EMT program, but the reality of he and Sarah moving apart looms over the happy occasion. When Connor’s ex-girlfriend offers him a job, he senses familiar romantic feelings developing. At Nell’s urging, Bree shares her manuscript with Megan and begins to realize there are two sides to every story. Meanwhile, Jess receives devastating news about the inn that she fears will impact her whole life – including her future with David.

Kevin mulls marriage with Sarah; Jess and David run their new B&B in Tanglewood; and Abby and Mick both discover that their careers are in jeopardy.

A legend visits Trace as Megan plans Kevin's wedding; Jess and David discover their past can't be repaired, and Simon joins Bree as her play begins rehearsals

As Jess and David try to buy an inn, love and loss surround the O'Briens; Mick and Megan explore feelings; Kevin and Sarah make a decision that can upend the family; and Bree and Connor suspect true love might not last forever.

The play is in jeopardy, it's Abby and Trace to rescue. David and Jess learn to work together, Bree learns to work alone. Mick and Megan come together while Connor goes it alone. Kevin and Sara return with a surprise announcement.

Jess and David's wedding is here, but the O'Brien family still has a lot to face before the celebration. Abby and Evan get into an argument over his hotel, threatening the entire project.

Kevin and Sarah try to keep a secret while Bree discovers one from Luke’s past. Evan whisks Abby away on a business trip, but his intentions are not what she originally thinks.

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.