Chesapeake Shores

10 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.

Written by Sophie and last updated on jan 04, 2023.

PS: The following content contains spoilers!

PPS: I will admit that parts of this page was written with the help of AI - it makes my work so much easier to not start from a blank page!

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Chesapeake Shores - S5E1

#10 - A Kiss is Still a Kiss (Season 5 - Episode 1)

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.

The episode was rated 7.72 from 60 votes.

Chesapeake Shores - S5E2

#9 - Nice Work If You Can Get It (Season 5 - Episode 2)

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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.

The episode was rated 7.73 from 55 votes.

Chesapeake Shores - S5E7

#8 - What's New? (Season 5 - Episode 7)

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.

The episode was rated 7.76 from 49 votes.

Chesapeake Shores - S5E4

#7 - Happy Trails (Season 5 - Episode 4)

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

The episode was rated 7.77 from 53 votes.

Chesapeake Shores - S5E6

#6 - Love Is Here to Stay (Season 5 - Episode 6)

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.

The episode was rated 7.80 from 49 votes.

Chesapeake Shores - S5E10

#5 - As Time Goes By (Season 5 - Episode 10)

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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.

The episode was rated 7.88 from 50 votes.

Chesapeake Shores - S5E3

#4 - Are the Stars Out Tonight? (Season 5 - Episode 3)

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.

The episode was rated 7.88 from 60 votes.

Chesapeake Shores - S5E9

#3 - What a Difference a Day Makes (Season 5 - Episode 9)

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

The episode was rated 7.92 from 49 votes.

Chesapeake Shores - S5E8

#2 - Where or When? (Season 5 - Episode 8)

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.

The episode was rated 7.95 from 55 votes.

Chesapeake Shores - S5E5

#1 - They Can't Take That Away From Me (Season 5 - Episode 5)

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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.

The episode was rated 8.04 from 50 votes.

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