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The Worst Episodes of Chesapeake Shores

Every episode of Chesapeake Shores ranked from worst to best. Explore the Worst Episodes of Chesapeake Shores!

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A divorced mom deals with an old romance and complicated family issues when she returns to her hometown with her twin daughters.

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Episode Rankings

  1. #1 Worst Episode
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    Chesapeake Shores Season 5 Episode 1 - A Kiss is Still a Kiss
    7.5/10(157 votes)

    #1 - A Kiss is Still a Kiss

    S5:E1

    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.

    Director:Michael Robison
    Writer:Phoef Sutton

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  2. Chesapeake Shores Season 1 Episode 1 - Pilot
    7.6/10(393 votes)

    #2 - Pilot

    S1:E1

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

    Director:Martin Wood
    Writer:Nancey Silvers

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  3. Chesapeake Shores Season 5 Episode 2 - Nice Work If You Can Get It
    7.6/10(133 votes)

    #3 - Nice Work If You Can Get It

    S5:E2

    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.

    Director:Michael Robison
    Writer:Nancey Silvers

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  4. Chesapeake Shores Season 1 Episode 2 - Home to Roost, Part One
    7.7/10(308 votes)

    #4 - Home to Roost, Part One

    S1:E2

    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.

    Director:Peter DeLuise
    Writer:John Tinker

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  5. Chesapeake Shores Season 3 Episode 2 - The Way We Were
    7.7/10(191 votes)

    #5 - The Way We Were

    S3:E2

    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.

    Director:Sean McNamara
    Writer:Nancey Silvers

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  6. Chesapeake Shores Season 1 Episode 3 - Home to Roost, Part Two
    7.8/10(296 votes)

    #6 - Home to Roost, Part Two

    S1:E3

    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.

    Director:Peter DeLuise
    Writer:John Tinker

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  7. Chesapeake Shores Season 1 Episode 6 - Georgia on My Mind
    7.8/10(259 votes)

    #7 - Georgia on My Mind

    S1:E6

    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.

    Director:Anne Wheeler
    Writer:John Tinker

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  8. Chesapeake Shores Season 2 Episode 1 - Secrets, Lies and School Supplies
    7.8/10(246 votes)

    #8 - Secrets, Lies and School Supplies

    S2:E1

    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.

    Director:Sean McNamara
    Writer:Nancey Silvers

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  9. Chesapeake Shores Season 2 Episode 2 - Pasts and Presents
    7.8/10(228 votes)

    #9 - Pasts and Presents

    S2:E2

    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.

    Director:Sean McNamara
    Writer:Michael Berns

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  10. Chesapeake Shores Season 2 Episode 3 - Photographs and Memories
    7.8/10(228 votes)

    #10 - Photographs and Memories

    S2:E3

    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.

    Director:Terry Ingram
    Writer:Michael MacLennan

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  11. Chesapeake Shores Season 2 Episode 4 - It's Always Nashville
    7.8/10(215 votes)

    #11 - It's Always Nashville

    S2:E4

    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.

    Director:Terry Ingram
    Writer:Kirsten Hansen

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  12. Chesapeake Shores Season 2 Episode 9 - The Royal Court
    7.8/10(200 votes)

    #12 - The Royal Court

    S2:E9

    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.

    Director:Andy Mikita
    Writer:Nancey Silvers

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  13. Chesapeake Shores Season 3 Episode 1 - An Open Book
    7.8/10(203 votes)

    #13 - An Open Book

    S3:E1

    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.

    Director:Sean McNamara
    Writer:Michael Berns

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  14. Chesapeake Shores Season 5 Episode 3 - Are the Stars Out Tonight?
    7.8/10(133 votes)

    #14 - Are the Stars Out Tonight?

    S5:E3

    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.

    Director:Alysse Leite-Rogers
    Writer:Mark Jordan Legan

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  15. Chesapeake Shores Season 1 Episode 4 - We're Not Losing a Son...
    7.9/10(272 votes)

    #15 - We're Not Losing a Son...

    S1:E4

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

    Director:Martin Wood
    Writer:Nancey Silvers

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  16. Chesapeake Shores Season 1 Episode 5 - We're Gaining a Daughter
    7.9/10(267 votes)

    #16 - We're Gaining a Daughter

    S1:E5

    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.

    Director:Martin Wood
    Writer:Nancey Silvers

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  17. Chesapeake Shores Season 1 Episode 7 - Second Chances
    7.9/10(252 votes)

    #17 - Second Chances

    S1:E7

    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.

    Director:Anne Wheeler
    Writer:Kirsten Hansen

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  18. Chesapeake Shores Season 2 Episode 5 - Buried Treasures
    7.9/10(222 votes)

    #18 - Buried Treasures

    S2:E5

    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.

    Director:Mike Rohl
    Writer:Michael MacLennan

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  19. Chesapeake Shores Season 2 Episode 6 - Grand Openings
    7.9/10(210 votes)

    #19 - Grand Openings

    S2:E6

    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.

    Director:Mike Rohl
    Writer:David Maples

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  20. Chesapeake Shores Season 3 Episode 6 - Here and There
    7.9/10(178 votes)

    #20 - Here and There

    S3:E6

    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.

    Director:Sean McNamara
    Writer:Brian L. Ross

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  21. Chesapeake Shores Season 3 Episode 7 - It's Just Business
    7.9/10(170 votes)

    #21 - It's Just Business

    S3:E7

    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

    Director:Terry Ingram
    Writer:Jill Goldsmith

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  22. Chesapeake Shores Season 5 Episode 4 - Happy Trails
    7.9/10(127 votes)

    #22 - Happy Trails

    S5:E4

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

    Director:Alysse Leite-Rogers
    Writers:Aurorae Khoo, Gina Goldman

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  23. Chesapeake Shores Season 1 Episode 8 - Deals Undone
    8.0/10(251 votes)

    #23 - Deals Undone

    S1:E8

    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.

    Director:Martin Wood
    Writer:Nancey Silvers

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  24. Chesapeake Shores Season 1 Episode 9 - Exes Mark the Spot
    8.0/10(255 votes)

    #24 - Exes Mark the Spot

    S1:E9

    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.

    Director:Martin Wood
    Writer:Nancey Silvers

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  25. Chesapeake Shores Season 3 Episode 3 - The Rock is Going to Roll
    8.0/10(188 votes)

    #25 - The Rock is Going to Roll

    S3:E3

    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.

    Director:Terry Ingram
    Writer:Brian L. Ross

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Worst Episodes Summary

"A Kiss is Still a Kiss" is the worst rated episode of "Chesapeake Shores". It scored 7.5/10 based on 157 votes. Directed by Michael Robison and written by Phoef Sutton, it aired on 8/15/2021. This episode scored 0.1 points lower than the second lowest rated, "Pilot".