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S5:E1 A Kiss us Still a Kiss

Chesapeake Shores
08/15/2021 08:00 pm EDT

As the O'Brien family welcomes Bree home from London they ruminate on how the past two months have changed them all. Kevin ...read more 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. show less

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S5:E2 Nice Work If You Can Get It

Chesapeake Shores
08/22/2021 08:00 pm EDT

Abby reflects on the past and contemplates a future on her own terms. She and Mick deal with the damage to the reputation of ...read more 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. show less

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S5:E3 Are the Stars Out Tonight?

Chesapeake Shores
08/29/2021 08:00 pm EDT

O'Brien Construction's eccentric billionaire client, Evan Kincaid, comes to town and throws Abby and Mick off their ...read more 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. show less

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S5:E4 Happy Trails

Chesapeake Shores
09/05/2021 08:00 pm EDT

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

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S5:E5 They Can't Take That Away From Me

Chesapeake Shores
09/12/2021 08:00 pm EDT

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.

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S5:E6 Love Is Here To Stay

Chesapeake Shores
09/19/2021 08:00 pm EDT

Jess and David's wedding is here, but the O'Brien family still has a lot to face before the celebration. Abby and Evan ...read more 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. show less

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S5:E7 What's New?

Chesapeake Shores
09/26/2021 08:00 pm EDT

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 ...read more 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. show less

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S5:E8 Where or When?

Chesapeake Shores
10/03/2021 08:00 pm EDT

Kevin and Sarah try to keep a secret while Bree discovers one from Luke's past. Evan whisks Abby away on a business trip.

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S5:E9 What a Difference a Day Makes

Chesapeake Shores
10/10/2021 08:00 pm EDT

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

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S5:E10 That Old Feeling

Chesapeake Shores
10/17/2021 08:00 pm EDT

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