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Chesapeake Shores Season 5 Episodes

10 Episodes 2021 - 2021

Episode 1

A Kiss Is Still a Kiss

Sun, Aug 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.

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Chesapeake Shores, Season 5 Episode 1 image

Episode 2

Nice Work If You Can Get It

Sun, Aug 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.

Where to Watch
Chesapeake Shores, Season 5 Episode 2 image

Episode 3

Are the Stars Out Tonight?

Sun, Aug 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.

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Chesapeake Shores, Season 5 Episode 3 image

Episode 4

Happy Trails

Sun, Sep 5, 2021

Wanting to reconnect with each other, Mick and Thomas set out on a two-day hike on the Appalachian Trail like they did when they were younger. Abby and Connor make an important discovery that could help exonerate their dad in the Dilpher case. Kevin becomes concerned about fire department Captain Gahagan when he notices his memory lapses. Meanwhile, the B&B is filled with guests in town for the annual Snally Hunting weekend, in search of the mythical yet infamous creature, the Snallygaster.

Where to Watch
Chesapeake Shores, Season 5 Episode 4 image

Episode 5

They Can't Take That Away from Me

Sun, Sep 12, 2021

As work continues on his hotel, Evan and Abby learn a bit more about each other, and Evan stays a night at Jess's B&B.

Where to Watch
Chesapeake Shores, Season 5 Episode 5 image

Episode 6

Love Is Here to Stay

Sun, Sep 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.

Where to Watch
Chesapeake Shores, Season 5 Episode 6 image

Episode 7

What's New?

Sun, Sep 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.

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Chesapeake Shores, Season 5 Episode 7 image

Episode 8

Where or When?

Sun, Oct 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.

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Chesapeake Shores, Season 5 Episode 8 image

Episode 9

What a Difference a Day Makes

Sun, Oct 10, 2021

Evan finds himself wondering if he has feelings for Abby. When Luke is threatened with going back to prison, Connor sacrifices to help Luke and Bree.

Where to Watch
Chesapeake Shores, Season 5 Episode 9 image

Episode 10

That Old Feeling

Sun, Oct 17, 2021

Connor comes to Luke's defense despite personal risks; Abby faces a romantic dilemma; Jay wants more than friendship.

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Chesapeake Shores, Season 5 Episode 10 image