List of Chesapeake Shores episodes

Chesapeake Shores is a Canadian/American drama television series, based on the novel series of the same name by Sherryl Woods. The series had a two-hour premiere on the Hallmark Channel on August 14, 2016.[1] The ensemble cast includes Meghan Ory, Jesse Metcalfe, Treat Williams, Laci J. Mailey, Emilie Ullerup, Brendan Penny, Andrew Francis, Barbara Niven and Diane Ladd.

At the Television Critics Association winter press tour in February 2019, it was announced that the series will return for a fourth summer season but for only six episodes. A spinoff television film is also in production.[2] The fourth season premiered on August 25, 2019. As of September 22, 2019, 35 episodes of Chesapeake Shores have aired. In February 2020 the show was renewed for a fifth series.

Series overview
SeasonEpisodesOriginally aired
First airedLast aired
19August 14, 2016 (2016-08-14)October 9, 2016 (2016-10-09)
210August 6, 2017 (2017-08-06)October 7, 2017 (2017-10-07)
310August 5, 2018 (2018-08-05)October 27, 2018 (2018-10-27)
46August 25, 2019 (2019-08-25)September 29, 2019 (2019-09-29)
5TBATBCTBC

Episodes

Season 1 (2016)
No.
overall		No. in
season		TitleDirected byWritten byOriginal air dateU.S. viewers
(millions)
11"Pilot"Martin WoodNancey SilversAugust 14, 2016 (2016-08-14)1.94[3]
When Abby O'Brien was 17 years old, her mother, Megan, left her father Mick, Abby and her siblings Bree, Kevin, Connor, and Jess. Fifteen years later, Abby, a career woman and divorced mother of two daughters, Carrie and Caitlyn, lives in New York. Just when Abby is told her ex-husband Wes is getting remarried, her sister Jess asks her and the girls to visit Chesapeake Shores. Abby is concerned upon learning Jess is renovating a rundown home into a bed and breakfast and needs help with finances. Abby sees her high school sweetheart, Trace, now a country musician, whom she left to move to New York. Meanwhile, there is tension between Mick and Abby, stemming from him being a frequently absent parent when she was growing up and its negative impact on the family. She soon realizes that she has been a somewhat similar parent for her girls. She voices her fears to Trace, and he whisks her away for a moonlit swim that leads to a kiss. She later apologizes for the kiss and for leaving him years ago. She extends her visit when Nell, the grandmother who raised her, suffers a minor illness. Middle sister Bree also make a trip home. Reconnecting with her family, 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, Mick surprises everyone as he has summoned Megan to town. Soon, Mick's sons, Connor and Kevin, also return home.
22"Home to Roost, Part One"Peter DeLuiseJohn TinkerAugust 21, 2016 (2016-08-21)1.86[4]
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.
33"Home to Roost, Part Two"Peter DeLuiseJohn TinkerAugust 28, 2016 (2016-08-28)2.18[5]
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.
44"We're Not Losing a Son..."Martin WoodNancey SilversSeptember 4, 2016 (2016-09-04)2.21[6]
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 has gone missing.
55"We're Gaining a Daughter"Martin WoodNancey SilversSeptember 11, 2016 (2016-09-11)2.23[7]
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.
66"Georgia on My Mind"Anne WheelerJohn TinkerSeptember 18, 2016 (2016-09-18)1.85[8]
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 interest of the SEC.
77"Second Chances"Anne WheelerKirsten HansenSeptember 25, 2016 (2016-09-25)1.89[9]
At her new book exchange booth, Bree meets a man named David, 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.
88"Deals Undone"Martin WoodNancey SilversOctober 2, 2016 (2016-10-02)2.19[10]
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 make a great music venue. The two agree to a partnership. Abby is served with a summons by the Department of Justice, who wants 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.
99"Exes Mark the Spot"Martin WoodNancey SilversOctober 9, 2016 (2016-10-09)1.72[11]
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 show 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.

Season 2 (2017)
No.
overall		No. in
season		TitleDirected byWritten byOriginal air dateU.S. viewers
(millions)
101"Secrets, Lies, and School Supplies"Sean McNamaraNancey SilversAugust 6, 2017 (2017-08-06)1.87[12]
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.
112"Pasts and Presents"Sean McNamaraMichael BernsAugust 13, 2017 (2017-08-13)1.61[13]
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 the script for her play. As Trace and Leigh work on a song, she tries to convince him that he belongs back in Nashville.
123"Photographs and Memories"Terry IngramMichael MacLennanAugust 20, 2017 (2017-08-20)1.84[14]
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 that 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 that 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.
134"It's Always Nashville"Terry IngramKirsten HansenAugust 27, 2017 (2017-08-27)1.70[15]
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 book store 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.
145"Buried Treasures"Mike RohlMichael MacLennanSeptember 3, 2017 (2017-09-03)1.85[16]
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.
156"Grand Openings"Mike RohlDavid MaplesSeptember 10, 2017 (2017-09-10)1.80[17]
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.
167"All Our Yesterdays"Anne WheelerNancey SilversSeptember 17, 2017 (2017-09-17)1.72[18]
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.
178"Forest Through the Trees"Anne WheelerAnn HamiltonSeptember 24, 2017 (2017-09-24)1.86[19]
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.
189"The Royal Court"Andy MikitaNancey SilversOctober 1, 2017 (2017-10-01)1.92[20]
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.
1910"Freefall"Andy MikitaAnn HamiltonOctober 8, 2017 (2017-10-08)1.63[21]
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.

Season 3 (2018)
No.
overall		No. in
season		TitleDirected byWritten byOriginal air dateU.S. viewers
(millions)
201"An Open Book"Sean McNamaraMichael BernsAugust 5, 2018 (2018-08-05)1.67[22]
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.
212"The Way We Were"Sean McNamaraNancey SilversAugust 12, 2018 (2018-08-12)1.41[23]
While Trace ponders a big gig that would take him away from Abby, she questions whether to give him an unopened letter that 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 into 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.
223"The Rock is Going to Roll"Terry IngramBrian RossAugust 19, 2018 (2018-08-19)1.46[24]
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 trip to visit 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 wish fountain.
234"Once Upon Ever After"Terry IngramMichael BernsAugust 26, 2018 (2018-08-26)1.63[25]
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.
245"Love Eventually"Sean McNamaraNancey SilversSeptember 2, 2018 (2018-09-02)1.60[26]
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.
256"Here and There"Sean McNamaraBrian RossSeptember 9, 2018 (2018-09-09)1.44[27]
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 that breaks the rules in an annual gardening competition, but a surprising discovery causes her rethink her plan.
267"It's Just Business"Terry IngramJill GoldsmithSeptember 16, 2018 (2018-09-16)1.49[28]
Trace discovers that 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.
278"All Our Tomorrows"Terry IngramKirsten HansenSeptember 23, 2018 (2018-09-23)1.67[29]
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.
289"Forward to the Past"Mike RohlMichael Berns & Kirsten HansenSeptember 30, 2018 (2018-09-30)1.65[30]
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.
2910"Before a Following Sea"Mike RohlMichael BernsOctober 7, 2018 (2018-10-07)1.66[31]
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 that 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.

Season 4 (2019)
No.
overall		No. in
season		Title [32]Directed byWritten byOriginal air date [32]U.S. viewers
(millions)
301"The End Is Where We Begin"Terry IngramMichael BernsAugust 25, 2019 (2019-08-25)1.81[33]
Trace returns from his tour to an uncertain future with Abby. As they contemplate their relationship, she takes on fund manager Derrick Porter (David Lewis) as a client, and Trace takes notice of musical talent Emma, who is a bartender at The Bridge. Kevin plans a special outing with Sarah, as his siblings all discover his ulterior motive. Though happy with her own relationship with David, running his family's inn together does not meet Jess' expectations. Fresh off writing a national bestseller, Bree meets with potential producers for a new play. Meanwhile, Mick discovers one of his contractors has engaged in suspicious business practices, and Connor questions his own career path after he and Danielle reconnect with one of their old NYU Law friends.
312"Leap of Faith"Terry IngramKirsten HansenSeptember 1, 2019 (2019-09-01)1.77[34]
Bree holds rehearsals for her new play and Simon shows up, realizing the male lead is based on himself. But Bree later discovers she also gave the character some of the best qualities of Martin, her old boyfriend. Ignoring Del's warnings, Abby reports Derrick Porter's company to protect investors, resulting in her being suspended without pay. Megan goes overboard making preparations for Sarah and Kevin's wedding, later realizing it's because she missed most of her children's milestones. On the job, Kevin treats his old high school football coach. After being told that the Inn at Eagle Point is beyond repair, Jess and David search for a new location to restart their dream. A visiting Donovan Wylie tries to convince Trace to return to his music career, but Trace is determined to stay home and run The Bridge. After winning a crucial settlement in his case, Connor is scolded by Thomas for taking an unnecessary risk and gets demoted to a research role. Mick learns that he is being accused of complicity in a lawsuit against his concrete contractor.
323"A Sonnet for Caroline"Andy MikitaNancey SilversSeptember 8, 2019 (2019-09-08)1.68[35]
As Abby faces both legal and professional ramifications, she tries to distract herself by volunteering at her daughters' school and meets an intriguing new man, Jay. Trace mentors Emma and encourages her to perform her music at The Bridge. Mick and Megan fear that their renewed romantic feelings will complicate their friendship. Fortunately, Nell has returned as a confidant for Megan. Jess and David find themselves in a bidding war for a new bed-and-breakfast. Kevin discovers that his family's good intentions have Sarah feeling overwhelmed. Bree contemplates her future with Simon, ultimately making a painful decision. While Connor tries to understand why Danielle has dark feelings about family, Danielle professes her love for him.
334"Breaking Hearts and Playing Parts"Andy MikitaMichael BernsSeptember 15, 2019 (2019-09-15)1.70[36]
Unknown to Abby, Caitlyn and Carrie suggest to Jay that he ask Trace to rebuild the scenery for their play, which was damaged by water. This creates an awkward situation when Abby sees both Jay and Trace at the school. As Trace realizes that Abby is moving on, he gets closer to Emma; but, when he learns that Emma withheld a certain detail about Mark Hall's record deal, Trace is angry. Kevin and Sarah show up at the O'Brien home announcing they have eloped, which disappoints Megan. Sarah later offers to have Megan plan a reception for them. Bree's dismal state over her breakup with Simon has her writing a new, darker ending to her play, but seeing David and Jess work out a compromise at their B&B gives her hope that finding true love is still possible. Connor ponders why he didn't reply to Danielle's "I love you" statement. He later says he loves her, but realizes they want very different things.
345"All the Time in the World"Terry IngramMichael Berns & Kirsten HansenSeptember 22, 2019 (2019-09-22)1.54[37]
Following her deposition, Abby thinks she may have committed "career suicide", but spending time with her girls and Jay eases the pain. Trace rebuilds his trust with Emma, but stops short of pursuing a relationship. He later offers to buy Mick's share of The Bridge. Jess and David are shocked when guests arrive at the B&B four days before their planned opening, but they rally to get through it. Kevin and Sarah realize that in getting married only three weeks after their engagement, they neglected to discuss some things. Nell offers advice to Mick and Megan as they progress through a rekindled relationship, while she also reassures a concerned Jess that both have learned a lot since the divorce. As her play is set to open, Bree has to write a paragraph about herself for the playbill and ponders who her "real" self is. Meanwhile, Connor takes a bold step toward a new career path.
356"Watercolors, Wishes, and Weddings"[38]Terry IngramMichael BernsSeptember 29, 2019 (2019-09-29)1.69[39]
Jess accidentally finds an engagement ring hidden by David, but legal issues surrounding the opening of the B&B have David delaying "the question". Mark Hall returns with a proposal for Trace to both stay in music and stay in Chesapeake Shores, but Trace still tells Emma she'd be better off going to Nashville. Jay and Abby go on a series of dates, but Jay can't help noticing that Abby is still hung up on Trace. Bree is targeted by an agent, ultimately signing with him just in time to learn that he wants to run her play in London. Connor impresses his potential new boss enough to get a job offer, but Thomas warns him that he'll be working for "sharks". Mick offers Abby a partnership in his construction business, but Abby later learns Derrick Porter has been indicted and Del has offered her old job back. After the O'Brien and Mercer families celebrate Kevin and Sarah's marriage, Abby takes a walk on the beach and sees Trace playing a new song. After a brief conversation, the two embrace and kiss.

References
  1. "New Original Primetime Series "Chesapeake Shores" Premieres Sunday, August 14 on Hallmark Channel" (Press release). The Futon Critic. May 12, 2016. Retrieved May 17, 2019.
  2. Owen, Rob (February 10, 2019). "Tuned In: Hallmark plans spin-offs of 'Chesapeake Shores,' 'When Calls the Heart'". Pittsburgh Post-Gazette. Retrieved February 11, 2019.
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