De retour dans sa petite ville natale après des années d'absence, Abby, une brillante femme d'affaires et mère célibataire, envisage sa vie sous un nouvel angle.

Alors que les O'Brien se retrouvent, Abby renoue avec Trace, son ancien petit ami du lycée, et réfléchit à l'offre faite par une filiale locale de son entreprise.

Tandis que Jess refuse l'aide de ses parents dans la gestion de son auberge, Abby en apprend davantage sur le passé de Trace et se retrouve à nouveau confrontée à son ex.

Abby décide de prolonger son séjour à Chesapeake Shores et demande au futur avocat Connor de l'aider à régler le litige qui l'oppose à son ex pour la garde des enfants.

Trace reçoit la visite d'une charmante connaissance, Megan tente de se réconcilier avec Connor, et Mick reçoit un étrange coup de téléphone.

Accompagnée de Mick, Abby se rend à New York pour une audience concernant la garde des filles, tandis que Trace tente un retour dans le monde de la musique.

La famille est sous le choc quand une femme prétendant être la fiancée de Kevin débarque pour s'occuper de lui. Abby reçoit la visite d'un agent fédéral.

L'ex-mari d'Abby fait une étonnante révélation au sujet de l'enquête pour fraude, tandis que Trace s'ouvre sur ce qui l'a poussé à abandonner sa carrière musicale.

Bien qu'il ne soit pas encore avocat, Connor décide d'intervenir quand Abby est assignée à comparaître. Mick conclut un nouvel accord avec Trace.

Un nouveau triangle amoureux se forme, Trace s'attire des ennuis en répondant à un appel urgent, et Kevin et Bree prennent de grandes décisions.

Trace jongle avec toutes sortes d'ennuis, Abby s'occupe d'un client important, et Jess doit se montrer créative durant une semaine chargée à l'auberge.

Pendant que Jess fait la course pour préparer un mariage, Mick annonce un brusque changement de plan pour le club, et des tensions éclatent entre Bree et Martin.

Le premier jour d'école des filles fait remonter les souvenirs des O'Brien. Megan propose à Jess de l'aider à l'auberge. Rongé par la jalousie, Wes affronte Trace.

Trace part à Nashville pour y enregistrer son album. Abby enquête sur la relation distendue entre Mick et Thomas. Jess tente d'attirer un célèbre auteur à la librairie.

Trace prend une décision risquée, Bree et Kevin se lancent à la recherche d'une capsule temporelle familiale, et une nouvelle connaissance aide Abby à y voir plus clair.

L'ouverture du club rend Trace nerveux, et sa relation avec Abby en pâtit, tandis qu'un admirateur tente de séduire Bree.

Tandis qu'Abby, exténuée, s'apprête à affronter son père et Trace, Jess décide de faire un grand pas en avant dans sa vie personnelle.

Pendant qu'Abby et Trace s'offrent une escapade romantique loin de tout, Simon vole dans les plumes de Bree et Kevin découvre l'objet des tourments de Sarah.

Jess commet une erreur à la librairie, un différend éclate entre Trace et son groupe au sujet de leur avenir, la famille fête les 10 ans de Carrie.

Trace réfléchit à une offre qui pourrait avoir d'importantes répercussions sur sa carrière et sur sa vie avec Abby. Jess découvre enfin le secret de David.

Just in time for the Chesapeake Shores Oyster Festival, Trace returns to Abby after three months on tour, only to discover a family in turmoil: Bree's completed manuscript turns out to be a thinly veiled story of the family, and Mick ends the fight over the family Trust but begins a feud with Connor after a fateful mistake.

With a nod to the past, Nell tries to save the Wish Fountain; Abby discovers a never-opened letter that she sent to Trace; Mick inherits a sailboat and reunites with his brother Thomas; and Bree welcomes an old friend back into her life. After Kevin witnesses a secret hug, Connor's future is thrown and Jess's future beckons with an invitation from everyone's favorite chef.

While Jess and Bree in Maine visit David and his fabulously wealthy family, Trace's role in Abby's family is questioned. Meanwhile, everyone helps out running the B&B and Wordplay, and Connor learns the truth about Danielle.

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.

Abby is burdened by continued paparazzi attention from Trace’s growing fame. As he works through his loneliness while on tour away from Abby, Trace writes a song for Abby, which prompts an unexpected reaction from Leigh. Mick tries to repair his relationship with Connor at Megan’s insistence, but their tumultuous history makes Connor reluctant to reconcile. Kevin is concerned when Sarah seeks adventure after a near-death accident at work, noticing similarities between her behavior and his after his wartime injury. Bree edits her novel with Simon’s help, and realizes she and one of her characters share the same drive for self-preservation that stunts their relationships. Meanwhile, Jess fears her relationship with David is over.

Abby learns her ex-husband is in a serious relationship navigates their new family dynamic. Abby misses Trace by her side as she explores the new co-parenting roles with Wes and his girlfriend. Pulled in many directions with work obligations, Trace misses out on family moments with Abby and the girls. Mick and Megan’s relationship continues to evolve, but is influenced by their past. Having worked independently for months, Jess adjusts to David’s return to the bed and breakfast. Also adjusting to a man in her life is Bree, who attempts to define her partially professional, partially romantic relationship with Simon. At the Chesapeake Shores Fire Department, Kevin enjoys a week of on-the-job training with Sarah. Meanwhile, Nell recruits Connor to investigate a contestant who is breaking the rules in an annual gardening competition, but a surprising discovery makes her rethink the plan.

Trace discovers that The Bridge has fallen into debt while he was on tour in and tries to repair the damage. Trace’s discovery prompts Mick to reconsider the terms of their partnership and to put aside friendship and family when business is at stake. Abby works to try and balance her stressful workload with being a “super mom” to keep up with Wes’ new fiancé. Jess is suspicious when David’s sister arrives in town looking for help with the business. Bree asks Nell to read her manuscript, but realizes the real test will come when she gives it to Megan. When Kevin doesn’t receive a job offer near Chesapeake Shores, Sarah considers relocating for a dream job. Facing relationship troubles of his own, Connor goes up against an ex-girlfriend in court. Meanwhile, Megan plays hardball when the mayor eliminates her job at the Arts Counc

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.

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.

On the eve of the Chesapeake Shores Regatta, with Mick recruiting family members to join him on the water, Abby finally has to make a decision whether or not to break up with Trace for good. Meanwhile, Bree's relationship with Simon is rocked when Caroline appears, and David and Jess have to finally figure out their relationship without the B&B. In a surprise twist, a letter from Ireland might decide Nell's future.

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.

Trace rethinks sharing ownership of The Bridge with Mick. Jay helps Abby reconsider her priorities. Jess and David find themselves hosting guests before they are ready. Connor pursues an intriguing new opportunity. Kevin and Sarah discuss their future. Bree prepares for opening day of her play.

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.

As the O'Brien family welcomes Bree home from London they ruminate on how the past two months have changed them all. Kevin and Sarah try for a baby, Jess and David plan for their wedding, and Abby thinks back to her conversation with Trace after their kiss on the beach.

Abby reflects on the past and contemplates a future on her own terms. She and Mick deal with the damage to the reputation of O'Brien Construction, Jess struggles with something David's parents gave her, and Bree realizes two different men from her past may be returning to her life and her heart.

O'Brien Construction's eccentric billionaire client, Evan Kincaid, comes to town and throws Abby and Mick off their game. At a moment of triumph, Connor discovers his law firm is hiding information from him, and Megan discovers a lost painting that leads her to a famous, reclusive local artist who wants nothing to do with her.

Jess and David host visitors in town for the traditional Snallygaster hunt. Mick and Thomas revisit a weekend-long hiking trip from their youth.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.”