Brendan Penny as Kevin O'Brien

Episodes 55

Pilot

100%
August 14, 20161h 30m
1x1

Abby returns to her hometown after hearing troubling news about the family inn facing foreclosure.

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Home to Roost, Part One

100%
August 21, 201645m
1x2

Abby considers leaving her Wall Street job and has an unforeseen showdown with her ex. Meanwhile, Trace has trouble explaining why he left Nashville and Jess wants to open a new business on her own.

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Home to Roost, Part Two

100%
August 28, 201645m
1x3

Abby decides to stay in Chesapeake Shores and fight for custody of her daughters. Trace deals with troubling news concerning his past in Nashville. Mick suggests that Bree remain in town in order to get over her writer's block.

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We're Not Losing a Son...

100%
September 4, 201645m
1x4

As Abby settles in and starts her job at her firm's Baltimore office, she wonders if she can remain just friends with Trace.

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We're Gaining a Daughter

100%
September 11, 201645m
1x5

As Kevin remains missing, Mick, Nell and the rest of the O'Brien family nervously wait for more news; Abby goes to New York to fight for custody of her daughters; Trace continues to hide from his past, but a surprising new idea may have him returning to his music dream after all.

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Georgia on My Mind

100%
September 18, 201645m
1x6

Kevin's fiancée arrives in town, surprising the O'Briens. Meanwhile, Abby gets tangled in a fraud investigation; and Trace receives bad news about the water-house property he covets.

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Second Chances

100%
September 25, 201645m
1x7

Trace makes a confession regarding why he left Nashville. Meanwhile, Megan confronts Mick about past mistakes responsible for pushing her away; and Abby learns the truth about the fraud investigation from a surprising source.

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Deals Undone

100%
October 2, 201645m
1x8

Mick nervously faces a failing business deal; Abby is subpoenaed in the investigation against Wes; Kevin recovers from his fall at home while struggling to define his future with Georgia; Trace learns the warehouse property is still in reach.

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Exes Mark the Spot

100%
Season Finale
October 9, 201645m
1x9

Abby and Trace seem finally ready to move forward; Jess, David and Bree attempt to untangle their complicated love triangle; an emergency phone call puts Trace in trouble with the law.

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Secrets, Lies and School Supplies

100%
August 6, 201745m
2x1

As Abby and the rest of the O’Briens prepare for the town’s annual lantern festival, Trace must return to Nashville to face a mistake from his past. Mick takes his granddaughters back-to-school shopping while covertly working on a business deal that is bound to cause family conflict.

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Pasts and Presents

100%
August 13, 201745m
2x2

Mick makes some unpopular business decisions when he plans to sell the nightclub that he and Trace had built together. When planning her cousin’s wedding goes awry, Jess turns to an unexpected source for help. Bree fights to regain control in the production of her play.

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Photographs and Memories

100%
August 20, 201745m
2x3

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—complicated further by a Nashville recording label taking interest in Trace’s new demo with a former flame. Mick butts heads with his brother over family land.

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It's Always Nashville

100%
August 27, 201745m
2x4

Trace hits the road to record an album with his ex-girlfriend but has trouble channeling creative inspiration while he is away from Abby. A well-intentioned Jess creates trouble for Bree when she advertises that a famous author will attend a book reading at Bree’s new bookstore.

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Buried Treasures

100%
September 3, 201745m
2x5

Nell discovers a treasure map that Bree made as a teen, leading Bree and Kevin to hunt for a family time capsule in the backyard. While Trace is in Nashville fighting his producer Mark Hall to keep Leigh on an upcoming album at the risk of his own career, Abby meets a handsome widower in the PTA.

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Grand Openings

100%
September 10, 201745m
2x6

As the nightclub opening nears, Trace spends late nights practicing with Leigh and his band, while Mick fights city hall to receive a live music permit. Abby receives a promotion at work, but it leaves her with less time to spend with the family and Trace.

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All Our Yesterdays

100%
September 17, 201745m
2x7

Mick receives damaging information about Thomas and considers whether to use it in their town hall debate over the family land trust. Jess plans a special meal to win David over but is fearful to take the next step in their relationship.

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Forest Through the Trees

100%
September 24, 201745m
2x8

Away from the distraction of technology, Abby and Trace talk about their past and the future during a camping getaway. With some encouragement from Nell, Mick and Thomas try to work out their differences in person.

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The Royal Court

100%
October 1, 201745m
2x9

After his band’s video goes viral, Trace receives offers from music executives, but tries to convince his band to give Mark Hall another shot. Abby, Nell and Megan spend some family time together preparing a princess birthday party for Carrie.

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Freefall

100%
Season Finale
October 8, 201745m
2x10

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.

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An Open Book

0%
August 5, 201845m
3x1

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.

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The Way We Were

0%
August 12, 201845m
3x2

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.

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The Rock is Going to Roll

0%
August 19, 201845m
3x3

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.

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Once Upon Ever After

10%
August 26, 201845m
3x4

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.

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Love Eventually

0%
September 2, 201845m
3x5

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.

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Here and There

0%
September 9, 201845m
3x6

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.

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It's Just Business

0%
September 16, 201845m
3x7

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

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All Our Tomorrows

0%
September 23, 201845m
3x8

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.

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Forward to the Past

0%
September 30, 201845m
3x9

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.

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Before a Following Sea

0%
Season Finale
October 7, 201845m
3x10

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.

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The End Is Where We Begin

0%
August 25, 201945m
4x1

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.

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A Leap of Faith

0%
September 1, 201945m
4x2

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

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A Sonnet for Caroline

0%
September 8, 201945m
4x3

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.

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Breaking Hearts and Playing Parts

0%
September 15, 201945m
4x4

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.

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All the time in the World

0%
September 22, 201945m
4x5

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.

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Watercolors, Wishes, and Weddings

0%
Season Finale
September 29, 201945m
4x6

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.

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A Kiss is Still a Kiss

0%
August 15, 202145m
5x1

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.

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Nice Work If You Can Get It

0%
August 22, 202145m
5x2

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.

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Are the Stars Out Tonight?

0%
August 29, 202145m
5x3

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.

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Happy Trails

0%
September 5, 202145m
5x4

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

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They Can't Take That Away From Me

0%
September 12, 202145m
5x5

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.

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Love Is Here to Stay

0%
September 19, 202145m
5x6

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.

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What's New?

0%
September 26, 202145m
5x7

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.

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Where or When?

0%
October 3, 202145m
5x8

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.

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What a Difference a Day Makes

0%
October 10, 202145m
5x9

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

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As Time Goes By

0%
Season Finale
October 17, 202145m
5x10

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.

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The Best is Yet to Come

0%
August 14, 2022
6x1

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.

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Memories Are Made of This

0%
August 21, 2022
6x2

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.

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Night and Day

0%
August 28, 2022
6x3

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.

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That's All There Is to That

0%
September 4, 2022
6x4

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.

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L-O-V-E

0%
September 11, 2022
6x5

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.

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Straighten Up and Fly Right

0%
September 18, 2022
6x6

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.

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It's Not for Me to Say

0%
September 25, 2022
6x7

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.

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I Get a Kick Out of You

0%
October 2, 2022
6x8

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.

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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.

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All or Nothing at All

0%
Season Finale
October 16, 2022
6x10

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.”

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