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The Best Episodes of Chesapeake Shores Season 5

Every episode of Chesapeake Shores Season 5 ranked from best to worst. Discover the Best Episodes of Chesapeake Shores Season 5!

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

Genre:Drama

Season 5 Ratings Summary

The best episode of "Chesapeake Shores" season 5 is "A Kiss is Still a Kiss", rated 7.5/10 from 152 user votes. It was directed by Michael Robison and written by Phoef Sutton. "A Kiss is Still a Kiss" aired on 8/15/2021 and is rated 0.0 point(s) higher than the second highest rated, "Nice Work If You Can Get It".

  • A Kiss is Still a Kiss
    7.5/10 152 votes

    #1 - A Kiss is Still a Kiss

    Season 5 Episode 1 - Aired 8/15/2021

    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

  • Nice Work If You Can Get It
    7.5/10 126 votes

    #2 - Nice Work If You Can Get It

    Season 5 Episode 2 - Aired 8/22/2021

    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

  • Are the Stars Out Tonight?
    7.7/10 127 votes

    #3 - Are the Stars Out Tonight?

    Season 5 Episode 3 - Aired 8/29/2021

    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

  • Happy Trails
    7.8/10 121 votes

    #4 - Happy Trails

    Season 5 Episode 4 - Aired 9/5/2021

    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

    Writer: Gina Goldman, Aurorae Khoo

  • They Can't Take That Away From Me
    8.2/10 125 votes

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

    Season 5 Episode 5 - Aired 9/12/2021

    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

  • Love Is Here to Stay
    8.1/10 116 votes

    #6 - Love Is Here to Stay

    Season 5 Episode 6 - Aired 9/19/2021

    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

  • What's New?
    8.3/10 112 votes

    #7 - What's New?

    Season 5 Episode 7 - Aired 9/26/2021

    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

  • Where or When?
    8.1/10 113 votes

    #8 - Where or When?

    Season 5 Episode 8 - Aired 10/3/2021

    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

  • What a Difference a Day Makes
    8.4/10 112 votes

    #9 - What a Difference a Day Makes

    Season 5 Episode 9 - Aired 10/10/2021

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

    Director: Terry Ingram

    Writer: Phoef Sutton

  • As Time Goes By
    8.3/10 125 votes

    #10 - As Time Goes By

    Season 5 Episode 10 - Aired 10/17/2021

    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