Abby O'Brien Winters returns from New York to her hometown of Chesapeake Shores, Maryland, after receiving a panicked phone call from her youngest sister Jess, who is renovating the Inn at Eagle Point. Abby's demanding career, divorce, and young daughters have kept her too busy to even think about the town her father built. Saving her sister's inn from foreclosure means dealing not only with her fractured family but also with Trace Riley, her first love whom she abruptly left sixteen years ago. He initially is an obstacle but becomes an unexpected ally and a second chance at finding love. The troubled family dynamic is intensified when Abby's estranged mother comes back to town.
Abby O'Brien, a career woman and divorced mother of two daughters lives in New York. Abby's sister Jess asks her and the girls to visit Chesapeake Shores, where Jess is renovating a rundown home into a bed and breakfast. Abby reconnects with her high school sweetheart, Trace. She extends her visit when Nell, the grandmother who raised her, suffers a minor illness. Abby contemplates her children growing up there. Trace reveals that he tried to find her in New York after college but stopped upon hearing of her engagement. Abby then visits her firm's Baltimore office, where she is extended a job offer. That night, Abby's father Mick surprises everyone with his decision to move his family to town.
Abby jogs by Trace's place, and they discuss last night and what it might mean. Soon after, Wes arrives to pick up the girls and gets into an argument with Abby. Trace won't open up about why he returned from Nashville, only saying that the music business isn't what he hoped. As Jess prepares for the opening of her B&B, Megan takes a room there and the two argue. A pipe bursts, and Mick rushes to the B&B to fix it before the opening. Kevin, an Army medic, announces he's being deployed again to Afghanistan. Wes hands papers to Abby, saying their current arrangement isn't going to work.
Abby decides to accept the job offer in the Baltimore office and stay in Chesapeake Shores to raise her daughters. Trace continues to struggle with things he left behind in Nashville. Trace and Abby agree that, for now, they need to be friends and nothing more. Mick suggests to Bree that staying in Chesapeake Shores for a while may be just what she needs to overcome her writer's block.
Just as Abby and Trace are getting comfortable with their "friendship" agreement, Trace's beautiful singing partner Leigh arrives from Nashville. Leigh tries to convince Trace to return to Nashville and finish the album they were working on. Leigh checks into Jess's bed & breakfast, leaving Jess and Bree to wonder if the relationship between Trace and Leigh went beyond music. Megan visits with Connor and tries to mend old wounds, but Connor's resentment is apparent. Nell convinces Mick to stop meddling in Jess's business, so Mick takes on a new project – building a playhouse for Abby's girls. Mick gets a call from an Army representative, saying that Kevin's unit in Afghanistan is missing in action.
Mick receives news regarding his son Kevin, who has been missing in action. Trace tells his music partner, Leigh, he cannot return to Nashville to finish the album they started together. Mick and Abby travel to New York for her custody battle with her ex-husband Wes. The judge grants Abby temporary custody until an agreement can be made over the summer. Trace finds an abandoned warehouse for sale and dreams of turning it into a place for the townspeople to listen to music, with a studio upstairs. He agrees to finish the album, but he says when it's done, so will be his partnership with Leigh. Mick receives another phone call saying that Kevin is alive and will be transported to a hospital. Mick and Nell discuss his father, who died in 1999. Mick wishes his children had the same feelings for him as he had for his father.
A woman named Georgia arrives at the house and says she is Kevin's fiancée. She has convinced the hospital to let Kevin recover at home. Abby is at work when an agent from the SEC shows up and asks what was in the boxes she transported home from New York. Connor is occupied taking the bar exam and starts to get romantic with his study partner. Bree tells Abby that while she was in Chicago, she found out her boyfriend Martin is seeing someone else. Trace's banker father tells him he has been rejected for a loan to buy the warehouse, saying there is nothing he can do to get around Trace's debts and lack of a steady job – also mentioning regular payments Trace is sending back to Nashville. Trace later finds out that Mick bought the building. Abby pores over the contents of her New York office, trying to figure out what spiked the SEC's interest.
At her new book exchange booth, Bree meets a man named David, who flirts with her. She later tells Jess about it, and Jess prepares to see her new boyfriend. Trace talks about the warehouse with Mick, who likes his idea of making it a music venue and asks if they can be partners on the project. Wes visits Abby and asks about the SEC investigation. She learns it is related to a deal he and his fiancée Gabrielle were working on while Abby was still employed in New York. He says he and Gabrielle broke up, that he now has no job and is facing an investigation, and that the girls are all he has left. He and Abby agree to work out something, without lawyers, regarding the children. Megan confronts Mick, saying she is upset that the kids feel she just left them years ago. Abby visits Trace, and admits she was jealous seeing him with Leigh. Trace finally reveals that he was the driver in an auto accident that badly injured his bass player and is dealing with guilt. Bree meets Jess's boyfriend and sees it is David, leading to an awkward moment. Nell prepares for a trip to Ireland. Kevin rides into the woods with Connor and, despite Kevin's injury, they climb to an old tree house. Kevin talks about his convoy in Afghanistan hitting an IED, and he's obviously still shaken. When the two climb down from the tree, Kevin falls and cannot move.
Kevin appears to have suffered no ill effects from his fall, but he and Connor are chastised by the family for doing something so careless. Trace learns that Mick pulled out of his deal to buy the warehouse and is declined a loan from his father's bank. Although his father later offers him a loan, Trace refuses. Mick then shows Trace a different property he owns that could make a great music venue. The two agree to a partnership. Abby is served with a summons by the Department of Justice, who want to seize all of the contents she has from her New York office. Connor, without consulting Abby or Wes, sets up a meeting with the DOJ rep. Connor convinces the rep that Gabrielle, Wes' ex-fiancée, is the real culprit and says Wes and Abby should be exonerated for their cooperation. Though his move is successful, Connor is scolded by Abby and Megan for taking such a risk. During a family fun day at a game center, David invites Bree to participate with him and Jess. Jess soon becomes angry as she is excluded from David and Bree's talks. Georgia prepares to leave town and reminds Kevin that they both agreed to start their new life in Daytona Beach. Trace invites Abby on a date.
Jess tells David she wants to break up, as they have nothing in common. Almost immediately after, she says she needs a chef at the B&B and offers him the job. As Abby and Trace grow closer together, Wes tells Abby he will no longer fight for custody of their daughters. He also announces he'll be looking for a job in the area, and Abby promises to be generous with visitation. Kevin confides in Connor that he loves Georgia, but is not in love with the idea of marrying her. He announces he's going back to Johns Hopkins to become a doctor. At a family gathering, both Leigh and Bree's former flame Martin shows up unannounced. Bree argues with Martin, saying she waited for years for him to propose marriage, only to have him break her heart. Trace gets a phone call and learns his father has been hospitalized, so he leaves the party abruptly. On the way to the hospital, he is stopped for speeding, then arrested for an outstanding warrant. Back at the party, Martin announces the real reason he showed up: he offers Bree the position of Playwright in Residence at the Chicago theater where he is a director. Mick finally arrives at the party. With his five children surrounding him, he tells each how proud he is of them.
As the town prepares for the annual lantern festival, Trace must return to Nashville to face a mistake from his past. Meanwhile, Mick takes his granddaughters back-to-school shopping and covertly works on a business deal that is bound to cause family conflict. Jess is overwhelmed by both a busy weekend at her bed and breakfast and the news that her mother, Megan, has returned to town for good. Bree must decide if she will move to Chicago to produce her play. As the festival nears, Trace and the O'Briens try to put their challenges aside, so that four generations — including grandma Nell — can come together.
As Mick moves forward with his bold plans to develop the O'Brien Trust land, he tells Trace he has to sell the music club space. Trace's father returns home from his surgery and again offers Trace a loan to buy the property, but Trace decides to try a different tactic. Jess is working around the clock planning to host her second cousin's wedding at the B&B, forcing her to reluctantly accept help from Megan. Kevin has a possible PTSD episode in front of Megan, but later runs toward danger as he was trained, and saves a man's life with Abby's help. Connor interviews for his first job as a lawyer. Bree travels to Chicago and finds herself confronting Martin for making major changes to her play's script. As Trace and Leigh work on a song, she tries to convince him that he belongs back in Nashville.
As Abby sends her girls off to their first day at a new school, conflict arises between Trace and Wes about their roles in the family. This is complicated further when a Nashville recording label takes interest in Trace and Leigh's new demo. The O'Brien siblings reminisce over their own school days watching home movies shot by Megan, but these videos have Jess feeling left out and angry at her mother for leaving when she was young. Megan tries to help Jess market the B&B as the slow season approaches, but Jess is resistant. Connor learns his new place of employment values conformity over individualism. Nell helps Connor dress more professionally, but struggles to prevent Mick from butting heads with his brother Thomas (Gregory Harrison) over family land. Bree sees the bookstore in town is going out of business and takes it upon herself to save it, while Kevin learns that a cute firefighter named Sarah, whom he met at the accident scene, is interested in him. This causes a dilemma, as Kevin hasn't yet officially ended things with Georgia.
Trace and Leigh learn that famous Nashville producer Mark Hall (Jerry Trimble) will be recording their new single. As they attempt to sing the song in the studio, Hall says he doesn't hear enough emotion in their voices. He orders them to different rooms and tells each to imagine someone special they would sing to. Thinking of Abby, Trace nails his take, but it leads to Hall thinking that Trace would be better off as a solo act, without Leigh. Jess tries to help out Bree's bookstore by promoting an appearance from Simon Atwater, a hot new author, but Bree learns her sister hasn't asked Simon yet. Kevin finally asks out Sarah on a date, saying he will explain why he didn't call her back after their last encounter. Abby says her client has agreed to work with Mick on developing the O'Brien Trust land, but Nell thinks it is more important for Mick to reconcile with Thomas.
Nell discovers a treasure map that Bree made as a teenager, leading Bree and Kevin to hunt for a family time capsule in the backyard. Trace is in Nashville fighting Mark to keep Leigh on an upcoming album at the risk of his own career. Later, the Trace Riley Band, featuring Leigh, debuts at an industry event show, while an irritated Mark observes. Abby meets a handsome widower in the PTA, Douglas Peterson (Victor Webster). At her bed and breakfast, Jess must deal with a demanding customer, but David later discovers that the guest is a famous travel writer. Mick and Thomas continue to spar over the development deal, never seeing eye-to-eye about the past or the future. Megan reconnects with the family by giving Connor dating advice and tutoring her granddaughters.
As The Bridge nightclub's opening nears, Trace spends late nights practicing with Leigh and his band, while Mick fights city hall to obtain a live music permit. Abby receives a promotion at work, but it could leave her with less time to spend with the family and Trace. Frustrated with her own work prospects, Megan gets an endorsement from an unexpected ally. Jess begins to develop feelings for David, while also trying to get him to open up about himself. Bree is surprised at her bookstore by a new admirer, author Simon Atwater. Connor reconnects with former schoolmate Danielle (Britt Irvin), and Kevin focuses on Sarah. Sensing romance in the air, Nell hosts a dinner for her grandchildren and their new love interests. The Bridge opens with a good crowd on hand, but moments into the Trace Riley Band's first song, Abby gets a text from Wes saying their sick girls want their mommy. Trace sees her leave.
Mick receives damaging information about Thomas from Abby's client, and considers whether to use it in their town hall debate over the family land trust. Jess plans a special meal to win over David, but is fearful to take the next step in their relationship. Bree is also afraid to move forward with Simon, telling Megan that she always gets into relationships that are doomed. Connor and Kevin both contemplate their careers, concerned they may be headed down the wrong paths. Overloaded with work, both Trace and Abby try to find time to spend with each other and their families. On advice from Nell, Megan tells her children the real reason she left for New York all those years ago.
Trace takes Abby on a camping trip where they reconnect and he makes a vow that, no matter where their careers take them, he will always put Abby first. Jess fears falling in love with David because she always screws up things, while Bree is letting the pain of her past with Martin prevent her from getting involved with Simon. Both eventually share a romantic moment with their significant others. Sarah confides to Kevin that her late husband was a Marine who died on the battlefield three years ago, adding that she's not yet ready to start a new relationship. Connor helps Thomas with a legal project and becomes intrigued with the possibility of a career in environmental law. Mick decides to compromise on the O'Brien Trust land and finally sits down with Thomas to talk. Meanwhile, a video of the Trace Riley Band singing "Freefall" has gained over 400,000 views, causing Trace to realize he's likely heading back to Nashville.
After his band's music video goes viral, Trace receives offers from music executives, but he tries to convince his band to follow through on their plans to remain independent. After a conversation with Mick, Trace later wants to give an apologetic Mark Hall another chance. Abby, Nell, and Megan spend some family time together preparing a princess birthday party for Carrie. Kevin finds inspiration to follow his passion while visiting a fallen army friend's mother with Bree. Watching the shop in Bree's absence, Jess discovers that running a bookstore is not as easy as she thought. She makes a big error in a book order, but David secretly bails her out. Connor turns to Danielle when he finds his career direction shifting. After Mick refuses to use incriminating information against Thomas, he must find a new investor for his development deal.
After Mark Hall offers Trace and his band a worldwide tour deal, Trace and Abby worry about how it might impact their future together. David makes a confession to Jess. 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 and turn to each other for strength and support in sisterhood. Kevin reconnects with Sarah as they prepare for Megan's art fair, which has Kevin confused about the nature of their relationship. Mick explores a land development partnership with Douglas, while adjusting to news that Connor has been working for Thomas.
After three months on tour, Trace gets three weeks off and returns home to Abby. During a magazine interview, he realizes that protecting Abby and the girls from the paparazzi will be difficult. Mick faces off against Connor in an environmental legal battle over the land development deal, and tries to warn him of a major error before it is too late. Jess discovers Bree's manuscript, causing tensions to rise when she reads its contents. Meanwhile, Kevin continues paramedic training and grows closer to Sarah. As everyone gathers for the annual Oyster Festival, Nell recruits the family to save a local landmark.
While Trace ponders a big gig that would take him away from Abby, she questions whether to give him an unsent letter she wrote him years ago. Mick and Megan meet with Thomas, whose rekindled spark with his once-estranged wife prompts each of them to assess their own relationship. Simon returns to Bree's life, but the rift between her and Jess leaves her without a sounding board. Kevin is concerned upon seeing Connor's girlfriend with another man. Nell continues her fight to preserve the wishing fountain. Meanwhile, after several days of not hearing from David, Jess gets a letter from him inviting her to Maine.
As Trace tries to spend time with Abby's daughters before embarking on the next leg of his tour, they question his role in their lives. Bree joins Jess on a visit to David and his parents, but Jess still harbors hurt feelings over Bree's manuscript. Jess needs Bree's support more than ever, though, when she discovers why David's parents want to meet her. Mick sees striking similarities between his troubled relationship with his brother and his sons' relationship with one another, as Kevin and Connor feud over Kevin's meddling in Connor's relationship. Meanwhile, Nell is increasingly persuasive trying to convince the mayor to keep the wishing fountain.
Abby joins Trace on his tour, but she learns her family's privacy might be jeopardized by paparazzi. Mick and Megan help prepare for the vow renewal ceremony of Thomas and Robin, which also brings Connor and Kevin closer together after Nell assigns them a task. Meanwhile, Jess considers a life with David away from home, but Bree makes a troubling discovery about his mother that causes both sisters to question the Peck family's motives.
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 her, prompting an unexpected reaction from Leigh. Mick tries to repair his relationship with Connor at Megan's insistence, but their stormy history makes Connor reluctant to reconcile. Kevin is concerned when Sarah seeks adventure after a near-death accident at work, noticing similarities to his own behavior following his war injury. Bree edits her novel with Simon's help and realizes she and one of her characters both seek self-preservation that hinders their relationships. Meanwhile, Jess fears her relationship with David is over after she blew up at his parents.
Abby learns Wes is in a serious relationship and misses Trace's support when work obligations pull him away. Mick and Megan's relationship continues to evolve, but is influenced by their past. Having worked on her own for months, Jess adjusts to David's return. Bree attempts to define her relationship with Simon. Kevin enjoys a week of on-the-job fire training with Sarah, but is worried when he can't find any local offers for a full-time position. Meanwhile, Nell recruits Connor to investigate a contestant who breaks the rules in an annual gardening competition, but a surprising discovery causes her rethink her plan.
Trace discovers The Bridge has fallen into debt due to an unscrupulous manager while he was on tour, and he tries to repair the damage. His discovery prompts Mick to reconsider the terms of their partnership and to put aside friendship and family when business is at stake. Abby tries to balance her stressful workload with being a "super mom" to keep up with Wes' new fiancée, Terri. Jess is suspicious when David's sister arrives in town looking for help with the family 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 close to her childhood home. Connor faces ex-girlfriend Danielle in court. Meanwhile, Megan turns serious when the mayor eliminates her job at the Arts Council.
Though initially hesitant to work with Terri, Abby helps her out tremendously and builds a new rapport with her while on a project. Trace, however, has a more difficult time at The Bridge, 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 Danielle offers Connor 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. Mick also reads the manuscript and tells Bree she must not publish it. Meanwhile, Jess receives devastating news about the inn that she fears will impact her whole life, including her future with David.
Abby is caught in the middle when Trace and Mick's legal conflict over The Bridge escalates. Their relationship is put to an even larger test, however, when Trace considers a tour offer that would take him away from Abby and the girls for the longest period yet. Despite Nell's efforts to keep the peace, the O'Briens are embattled over Bree's book, while Mick and Megan disagree over how their family history has been portrayed. Kevin drives Sarah to Philadelphia for her new job and seeing her with her family makes their pending separation even harder. Jess and David make the most out of an unexpected delivery while managing Sally's, and Bree gets an unexpected visitor from Simon's past. Meanwhile, Connor and Danielle consider rekindling their relationship.
Trace and Abby are immediately confronted with the fallout of his tour decision, with Abby ultimately seeking guidance from Nell. Mick prepares for the annual regatta with Connor and Thomas and uses his time on the water to contemplate his family over the last three years. In addition to book conflicts, Bree deals with an extended visit from the muse who inspired Simon's books. David's parents visit Jess to apologize and make an offer that could impact her future with David. Kevin and Sarah try to make their long-distance relationship work. After years of avoiding it, Mick and Megan are forced to examine their family history while confronting Bree about her book.
The O'Briens and Margaret gather at the hospital after learning Connor had a heart attack. Jess is initially not there, as she is comforting David following the fallout of his father fleeing. Connor is put on bed rest and told not to work for 30 days. It's revealed that Abby called Evan to talk about "giving it a try". Megan puts any thoughts of her California job on hold, saying she needs to be with Connor as he recovers. Mick sees Bree and Luke having coffee, and later warns Luke he'd better not do anything to hurt his daughter, but he later offers Luke the job of managing The Bridge. Mick is also shown overusing the pain medication for the broken arm he suffered in the plane crash. Margaret brings Connor some paperwork to sign. Connor muses over closing the office, but Margaret says she can keep things running while he's out. Abby gets invited to Evan's yacht for a first date. The date ends just short of a kiss, as the two agree to take things slow.
While getting extra attention from Megan, Connor helps Margaret study for her bar exam. David's mother and sister make a surprise visit to the B & B. His mother says the family is financially ruined and that she has no idea where her husband went. Jess scolds the press members that have gathered outside, and calls the police to keep the press off the property. Bree has Luke review a short story written from a prisoner's perspective. Luke says it's good, but not very authentic. Mick later has a garbled conversation with Luke at The Bridge, and gets angry when Luke asks if he's still taking pain meds. Abby takes Evan on a crabbing trip for their second date. Connor calls his sisters together for a dinner to express his concerns about Megan passing on the California job. He says he does not want to be the reason she misses out on the opportunity of a lifetime. Megan joins the group later and the family convinces her to take the job.
Evan and Abby partner up for a team-building scavenger hunt that Evan organized for his employees. Abby later learns why Evan is so afraid to drive at night. Connor is feeling bottled up in his parents' house, and asks Margaret to help him "escape" back to his own apartment. Margaret later professes her love for Connor, and Connor replies in kind. Megan and Mick agree to have a conversation about the 20 years they were apart before Megan departs for California. While some old, bad memories surface, the two later decide to leave the past in the past. Mick is shown continuing to take pain pills. Luke's apartment is flooded from a plumbing issue, and Bree agrees to put him up for a few nights. Overnight, Bree hears Luke scream while having a nightmare, and tries to comfort him. When Luke says he's embarrassed and wants to sleep in his truck, Bree takes his hand tells him that he isn't alone anymore. After completing the scavenger hunt, Abby and Evan celebrate with their first kiss.
Mick is shown "doctor shopping" in an effort to continue getting his opioid prescriptions filled. He later misses an appointment to pick up Carrie and Caitlyn and Abby finds him asleep at his desk. Connor and Margaret go over bills at the office and, despite realizing that money is tight, they decide they need to hire a receptionist. Luke's apartment situation goes from bad to worse, as he's just found out the building has black mold. His search for a new place is a struggle, as landlords refuse to take in an ex-convict. Bree extends the offer for Luke to stay on her couch. Sarah learns she is pregnant, and struggles with the decision to tell Kevin right away. Thomas is looking for blueprints in Mick's truck when he finds two prescription bottles from different doctors. He informs Megan, Kevin, Abby and Bree. After denying he has a problem, Mick later sideswipes a parked car and has to call Kevin for help. The family holds an intervention, which only angers Mick more. But he later asks Luke about his previous experience in AA, the first sign that he may be admitting to a problem.
Mick calls Megan, saying that he can't sleep and withdrawal is tough. Later at an NA meeting, he refuses to get up and admit he's an addict. The Seaside Festival is in town, and Bree and Luke get fortunes from a Mr. Mystic machine that Luke fixed up. Both of their fortunes read "The love of your life is right before your eyes," causing Bree to believe that Luke set it up. She openly blames Luke for pushing their new relationship too far, but he says he just forgot to shuffle the machine's cards. It's only when Bree hears that Abby, Evan and Kevin all got the same fortune that she realizes Luke was telling the truth. She tries to apologize, but Luke walks away, saying he has trouble with people that won't trust him. Abby and Evan use the fortune cards as an opportunity to define their relationship. Connor meets Margaret's family. Mick is about to take a pill from a bottle he had stashed, when Megan calls. Mick throws the pill down the drain. Overhearing Megan's conversation, her boss and former fling Carter questions her about staying with an addict, angering Megan. Mick goes to another meeting, this time sharing with the group that he is an addict.
Mick has a relapse, taking a pill from Connor's medicine cabinet. At his next meeting he finally accepts that he needs a sponsor. Margaret passes the bar and interviews for what seems like a dream job. She returns and tells Connor that while the money is better, she left a big firm before for a reason. She proposes that Connor make her a full partner in the business, and Connor accepts. Bree tries to reconcile with Luke, saying her failed past relationships may be the cause of her trust issues. David's father calls to say he's okay, then claims that he's innocent and was set up. Authorities tap David's phone for the next call, but his father professes innocence again and says he wants to turn himself in. Kevin and Sarah decide to tell the family that Sarah is pregnant. An incident at school has Abby wondering if Caitlyn is hiding something. Bree shares news with the family that an agent called wanting to make her book about them into a movie.
Six months after the previous episode, Sarah is now several months pregnant and Kevin accidentally peeks at her ultrasound image. Now knowing they are having a son, he struggles with telling Sarah, as they had planned to be surprised. David's father is back home and in jail awaiting trial. David visits him and initially uses the opportunity to lash out at what a bad father he was. His dad tells him to retrieve a USB drive from his D.C. home that will prove his innocence, surprising David when he says the password is the license plate number from a bicycle that David cherished as a child. Jess is trying to get a loan for a vineyard to tie to the B & B, but learns she must obtain it on the O'Brien name only with the Peck name tainted. Bree and Luke learn they have the same birthday, which is only a few days away. They insist on not getting each other gifts, but ultimately can't help themselves. Megan has been back from California for some time, and Mick wants her to move back into the O'Brien home. After his initial "practical" approach has Megan saying no, he tries a more romantic approach and it works. Abby casually tells Evan, "you must really love me," after his nice gesture. Evan leaves without saying anything, leaving Abby to consult Kevin on how to approach the "L" word the next time she sees Evan.
Evan's genealogy results come back and he discovers a number of cousins in his paternal lineage, prompting Abby to suggest he search for his real father. Evan resists at first, but soon sends Mandrake to investigate. David believes his father is telling the truth about being framed, but learns his father will likely lose his legal battle without a good attorney. After the tainted Peck name has several lawyers refusing to take the case, David asks Connor and Margaret, who have just renamed their firm Keller & O'Brien. Bree meets with an actress about making her book into a movie, but she is worried about someone from Hollywood losing the book's meaning in the pursuit of entertainment. After a conversation with Sarah's maternity doctor, Kevin decides he wants to go back to medical school. Megan and Mick continue to rekindle their love. The episode closes with Mandrake introducing Evan to his father.
Mandrake brings Evan’s father, John Osterberg, to Mick O’Brien’s home, where John meets Abby and Evan. Evan is cold toward his father as John reveals that he did not know he had a son. Evan leaves, and John tells Abby that he will stay in town for a few days. Bree tells the actress Miranda, who is staying at the B & B, that she will only agree to a movie based on her book if Bree can write the screenplay, and the actress agrees. Later, Miranda tells Bree that she has taken a part in a Marvel movie, putting Bree’s movie on hold. Jess runs into Caitlyn downtown; Caitlyn has dyed her hair blue and is crying. Jess drives her back to school, and shortly thereafter, Abby gets a phone call from the school. Caitlyn started a physical fight with classmate Sloan Russell, and both girls are suspended for the rest of the week. Evan does not take Abby’s calls, and he fires Mandrake, who tells Abby how he met Evan; Mandrake reveals that his real name is Alan Wilkins. Luke prevents a robbery at a convenience store but is shot. Mick proposes to Megan, and she accepts. Miranda helps Jess acquire a vineyard. Sarah goes into labor.
While Nell is in Ireland, the O’Brien clan celebrates multiple milestones. Kevin and Sarah have their baby, a boy they name after Mick. Mick tells Abby that he is retiring; she will head his company O’Brien Construction and Development Group. Mick and Megan marry, and after the ceremony, Abby announces that she and Evan are engaged, and Jess announces that she is pregnant. Abby offers Mandrake a job; Luke and Bree cement their relationship; Evan and his father, John, reconcile; and Connor and Margaret realize that they can win the case for David’s father.