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The Best Episodes of Chesapeake Shores

Every episode of Chesapeake Shores ranked from best to worst. Let's dive into the Best Episodes of Chesapeake Shores!

Binge this in 1d 16h•Peaking at 8.8/10

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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Hallmark Channel
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Seasons6

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Episode Rankings

  1. #1 Fan Favorite
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    Chesapeake Shores Season 6 Episode 4 - That's All There Is to That
    8.8/10(107 votes)

    #1 - That's All There Is to That

    S6:E4

    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.

    Director:Terry Ingram
    Writer:Mark Jordan Legan

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  2. Chesapeake Shores Season 6 Episode 10 - All or Nothing at All
    8.8/10(141 votes)

    #2 - All or Nothing at All

    S6:E10

    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.”

    Director:Siobhan Devine
    Writers:Phoef Sutton, Mark Jordan Legan

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  3. Chesapeake Shores Season 6 Episode 7 - It's Not for Me to Say
    8.7/10(110 votes)

    #3 - It's Not for Me to Say

    S6:E7

    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.

    Director:Stacey N. Harding
    Writer:Elena Song

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  4. Chesapeake Shores Season 6 Episode 1 - The Best is Yet to Come
    8.6/10(107 votes)

    #4 - The Best is Yet to Come

    S6:E1

    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.

    Director:Siobhan Devine
    Writer:Phoef Sutton

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  5. Chesapeake Shores Season 6 Episode 2 - Memories Are Made of This
    8.6/10(99 votes)

    #5 - Memories Are Made of This

    S6:E2

    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.

    Director:Siobhan Devine
    Writer:Mark Jordan Legan

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  6. Chesapeake Shores Season 6 Episode 6 - Straighten Up and Fly Right
    8.6/10(100 votes)

    #6 - Straighten Up and Fly Right

    S6:E6

    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.

    Director:Terry Ingram
    Writer:Erinne Dobson

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    The 20 WORST Episodes of Chesapeake Shores

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  7. Chesapeake Shores Season 6 Episode 3 - Night and Day
    8.5/10(103 votes)

    #7 - Night and Day

    S6:E3

    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.

    Director:Terry Ingram
    Writer:Phoef Sutton

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  8. Chesapeake Shores Season 6 Episode 8 - I Get a Kick Out of You
    8.5/10(95 votes)

    #8 - I Get a Kick Out of You

    S6:E8

    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.

    Director:Stacey N. Harding
    Writer:Ciara Van Gheem

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  9. Chesapeake Shores Season 5 Episode 9 - What a Difference a Day Makes
    8.4/10(119 votes)

    #9 - What a Difference a Day Makes

    S5:E9

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

    Director:Terry Ingram
    Writer:Phoef Sutton

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  10. Chesapeake Shores Season 5 Episode 10 - As Time Goes By
    8.4/10(133 votes)

    #10 - As Time Goes By

    S5:E10

    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.

    Director:Terry Ingram
    Writer:Phoef Sutton

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  11. Chesapeake Shores Season 4 Episode 6 - Watercolors, Wishes, and Weddings
    8.3/10(150 votes)

    #11 - Watercolors, Wishes, and Weddings

    S4:E6

    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.

    Director:Terry Ingram
    Writer:Michael Berns

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  12. Chesapeake Shores Season 5 Episode 7 - What's New?
    8.3/10(118 votes)

    #12 - What's New?

    S5:E7

    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.

    Director:Siobhan Devine
    Writer:Phoef Sutton

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  13. Chesapeake Shores Season 6 Episode 5 - L-O-V-E
    8.3/10(104 votes)

    #13 - L-O-V-E

    S6:E5

    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.

    Director:Terry Ingram
    Writer:Phoef Sutton

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  14. Chesapeake Shores Season 3 Episode 9 - Forward to the Past
    8.2/10(179 votes)

    #14 - Forward to the Past

    S3:E9

    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.

    Director:Mike Rohl
    Writers:Michael Berns, Kirsten Hansen

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  15. Chesapeake Shores Season 4 Episode 4 - Breaking Hearts and Playing Parts
    8.2/10(148 votes)

    #15 - Breaking Hearts and Playing Parts

    S4:E4

    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.

    Director:Andy Mikita
    Writer:Michael Berns

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  16. Chesapeake Shores Season 5 Episode 5 - They Can't Take That Away From Me
    8.2/10(132 votes)

    #16 - They Can't Take That Away From Me

    S5:E5

    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.

    Director:Terry Ingram
    Writer:Nancey Silvers

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  17. Chesapeake Shores Season 2 Episode 8 - Forest Through the Trees
    8.1/10(203 votes)

    #17 - Forest Through the Trees

    S2:E8

    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.

    Director:Anne Wheeler
    Writer:Ann Lewis Hamilton

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  18. Chesapeake Shores Season 2 Episode 10 - Freefall
    8.1/10(240 votes)

    #18 - Freefall

    S2:E10

    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.

    Director:Andy Mikita
    Writer:Ann Lewis Hamilton

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  19. Chesapeake Shores Season 3 Episode 4 - Once Upon Ever After
    8.1/10(197 votes)

    #19 - Once Upon Ever After

    S3:E4

    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.

    Director:Terry Ingram
    Writer:Michael Berns

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  20. Chesapeake Shores Season 3 Episode 8 - All Our Tomorrows
    8.1/10(177 votes)

    #20 - All Our Tomorrows

    S3:E8

    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.

    Director:Terry Ingram
    Writer:Kirsten Hansen

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  21. Chesapeake Shores Season 3 Episode 10 - Before a Following Sea
    8.1/10(198 votes)

    #21 - Before a Following Sea

    S3:E10

    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.

    Director:Mike Rohl
    Writer:Michael Berns

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  22. Chesapeake Shores Season 4 Episode 1 - The End Is Where We Begin
    8.1/10(176 votes)

    #22 - The End Is Where We Begin

    S4:E1

    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.

    Director:Terry Ingram
    Writer:Michael Berns

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  23. Chesapeake Shores Season 4 Episode 2 - A Leap of Faith
    8.1/10(165 votes)

    #23 - A Leap of Faith

    S4:E2

    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

    Director:Terry Ingram
    Writer:Kirsten Hansen

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  24. Chesapeake Shores Season 4 Episode 3 - A Sonnet for Caroline
    8.1/10(155 votes)

    #24 - A Sonnet for Caroline

    S4:E3

    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.

    Director:Andy Mikita
    Writer:Nancey Silvers

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  25. Chesapeake Shores Season 5 Episode 6 - Love Is Here to Stay
    8.1/10(123 votes)

    #25 - Love Is Here to Stay

    S5:E6

    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.

    Director:Terry Ingram
    Writer:Brian L. Ross

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Best Episodes Summary

"That's All There Is to That" is the best rated episode of "Chesapeake Shores". It scored 8.8/10 based on 107 votes. Directed by Terry Ingram and written by Mark Jordan Legan, it aired on 9/4/2022. This episode scored 0.0 points higher than the second highest rated, "All or Nothing at All".