The Best Episodes of Chesapeake Shores Season 5

Episode Rankings

1. #1 Fan Favorite
   

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   #1 - A Kiss is Still a Kiss

   S5:E18/15/2021

   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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   Director:Michael Robison

   Writer:Phoef Sutton
2. 

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   #2 - Nice Work If You Can Get It

   S5:E28/22/2021

   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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   Director:Michael Robison

   Writer:Nancey Silvers
3. 

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   #3 - Are the Stars Out Tonight?

   S5:E38/29/2021

   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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   Director:Alysse Leite-Rogers

   Writer:Mark Jordan Legan
4. 

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   #4 - Happy Trails

   S5:E49/5/2021

   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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   Director:Alysse Leite-Rogers

   Writers:Aurorae Khoo, Gina Goldman
5. 

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

   S5:E59/12/2021

   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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   Director:Terry Ingram

   Writer:Nancey Silvers
6. 

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   #6 - Love Is Here to Stay

   S5:E69/19/2021

   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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   Director:Terry Ingram

   Writer:Brian L. Ross
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7. 

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   #7 - What's New?

   S5:E79/26/2021

   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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   Director:Siobhan Devine

   Writer:Phoef Sutton
8. 

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   #8 - Where or When?

   S5:E810/3/2021

   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.

   Director:Siobhan Devine

   Writer:Mark Jordan Legan

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   Director:Siobhan Devine

   Writer:Mark Jordan Legan
9. 

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   #9 - What a Difference a Day Makes

   S5:E910/10/2021

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

   Director:Terry Ingram

   Writer:Phoef Sutton

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   Director:Terry Ingram

   Writer:Phoef Sutton
10. 

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    #10 - As Time Goes By

    S5:E1010/17/2021

    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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    Director:Terry Ingram

    Writer:Phoef Sutton