Carlo Marks
Carlo Marks returns as David. It’s time for him and Jess to plan their wedding!
Hallmark’s Chesapeake Shores Season Five: A Big Exit, New Beginnings, Romance and Drama [PHOTOS]
Get season five Chesapeake Shores teasers each week!
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Image Credit: ©2021 Crown Media United States LLC/Brendan Meadows -
Robert Buckley
Image Credit: ©2021 Crown Media United States LLC/Brendan Meadows Robert Buckley makes his debut in season five. Oh, and did we mention, he’s a billionaire?
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Raylene Harewood
Image Credit: ©2021 Crown Media United States LLC/Brendan Meadows Raylene Harewood makes her debut in season five. She works with Connor at the new law firm.
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Trace at The Bridge
Image Credit: ©2021 Crown Media United States LLC/Brendan Meadows In the season five premiere on Sunday, August 15, Abby imagines Trace standing behind the bar at The Bridge. Abby — and their season four cliffhanger kiss — is on her mind.
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Episode One: “A Kiss Is Still a Kiss”
Image Credit: ©2021 Crown Media United States LLC/Brendan Meadows Abby’s at The Bridge with her family. Her future with Trace, and thoughts of their past, consume her.
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Episode One: “A Kiss Is Still a Kiss”
Image Credit: ©2021 Crown Media United States LLC/Brendan Meadows Abby’s brother Kevin seems to be pondering his future as well. He and wife Sarah are planning new beginnings of their own.
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Episode One: “A Kiss Is Still a Kiss”
Image Credit: ©2021 Crown Media United States LLC/Brendan Meadows The other O’Brien siblings, Connor and Bree, reconnect. Bree’s back home after working on her play in London.
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Episode One: “A Kiss Is Still a Kiss”
Image Credit: ©2021 Crown Media United States LLC/Brendan Meadows Sister Jess spends some time with their father Mick. She is about to welcome some visitors to town.
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Episode One: “A Kiss Is Still a Kiss”
Image Credit: ©2021 Crown Media United States LLC/Brendan Meadows Jess brings her fiance David’s parents to the docks. They’ll soon present Jess with a legal document that will having her feeling on edge.
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Episode One: “A Kiss Is Still a Kiss”
Image Credit: ©2021 Crown Media United States LLC/Brendan Meadows Connor is working at a new law firm. However, a possible new client will turn out to be a conflict of interest where his family is concerned.
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Episode Two: “Nice Work, If You Can Get It.”
Image Credit: ©2021 Crown Media United States LLC/David Astorga In the Sunday, August 22, episode, Mick and Trace take some time out to connect at The Bridge. Mick is giving him advice, as he often does.
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Episode Two: “Nice Work, If You Can Get It.”
Image Credit: ©2021 Crown Media United States LLC/David Astorga Bree meets up with someone from her past while making a donation. Luke is her brother Kevin’s friend from high school.
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Episode Two: “Nice Work, If You Can Get It.”
Image Credit: ©2021 Crown Media United States LLC/David Astorga Abby and Trace are at the docks. Considering Trace is leaving town, this could be one of the last close moments we see between them — even though it’s another one of Abby’s reflections on the past.
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Episode Two: “Nice Work, If You Can Get It.”
Image Credit: ©2021 Crown Media United States LLC/David Astorga Abby and Mick have partnered up at O’Brien Construction. They have a business problem on their hands and are losing clients.
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Episode Three: “Are the Stars Out Tonight?”
Image Credit: ©2021 Crown Media United States LLC/David Astorga In the Sunday, August 29, episode, Megan shows Mick a painting, which he buys for her for eight dollars. Considering how valuable it really is, she plans to locate its artist.
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Episode Three: “Are the Stars Out Tonight?”
Image Credit: ©2021 Crown Media United States LLC/David Astorga Mick and Abby meet the local billionaire at the job site. Given the lawsuit looming over O’Brien Construction, they do their best to make sure Evan doesn’t back out of the hotel project.
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Episode Three: “Are the Stars Out Tonight?”
Image Credit: ©2021 Crown Media United States LLC/David Astorga Evan’s goofy ways seems to get under Abby’s skin. Here he appears to be spending the afternoon doing some rock climbing.
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Episode Three: “Are the Stars Out Tonight?”
Image Credit: ©2021 Crown Media United States LLC/David Astorga Siblings Bree and Kevin catch up over coffee. Between Kevin worrying about his chief at the station and Bree dealing with faces from the past, Luke’s return to shore is likely brought up.
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Episode Four: “Happy Trails”
Image Credit: ©2021 Crown Media United States LLC/David Astorga In the Sunday, September 5 episode, Mick and his brother Thomas reconnect — and what better way to do it? The brothers set off to hike the Appalachian Trail to recreate a childhood memory.
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Episode Four: “Happy Trails”
Image Credit: ©2021 Crown Media United States LLC/David Astorga Back at the Shores, Jess and David lead a group into the woods for the annual Snally Hunting Weekend. Everyone is on the lookout for the infamous Snallygaster.
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Episode Four: “Happy Trails”
Image Credit: ©2021 Crown Media United States LLC/David Astorga This looks like an owl to us, but could it be the mystically creature at the center of the hunt? Only time will tell.
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Episode Four: “Happy Trails”
Image Credit: ©2021 Crown Media United States LLC/David Astorga Abby and Connor are at opposite ends of the battle regarding the Dilpher case. But blood runs thicker than business, and the siblings find evidence that could help exonerate their father.
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Episode Five: “They Can’t Take That Away From Me”
Image Credit: ©2021 Crown Media United States LLC/Ricardo Hubbs In the Sunday, September 12, episode, Sarah receives some very unexpected news. Good thing Jess is there to wrap her sister-in-law in a hug for comfort.
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Episode Five: “They Can’t Take That Away From Me”
Image Credit: ©2021 Crown Media United States LLC/Ricardo Hubbs It’s time for Chesapeake Shores Day — and we have some winners! Kevin, David and Connor smile after winning medals in the triathlon.
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Episode Five: “They Can’t Take That Away From Me”
Image Credit: ©2021 Crown Media United States LLC/Ricardo Hubbs It looks as though it’s a double celebration for the O’Briens. Jess, Abby and Bree take home medals too!
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Episode Five: “They Can’t Take That Away From Me”
Image Credit: ©2021 Crown Media United States LLC/Ricardo Hubbs There’s nothing better than relaxing with a glass of wine. That’s exactly what David and Jess are doing at their inn.
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Episode Six: “Love Is Here to Stay”
Image Credit: ©2021 Crown Media United States LLC/David Astorga In the Sunday, September 19, episode, Abby takes time out for herself at karate class. Her workouts have proven to help release some of the tension caused by Evan and the hotel project.
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Episode Six: “Love Is Here to Stay”
Image Credit: ©2021 Crown Media United States LLC/David Astorga It’s time for Jess and David’s wedding day. Bree has picked a plus-one but did a guest list fiasco prevent her from bringing Luke?
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Episode Six: “Love Is Here to Stay”
Image Credit: ©2021 Crown Media United States LLC/David Astorga Part of the wedding party has arrived. Connor, groom-to-be David, Mick and Kevin look handsome as ever in their suits.
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Episode Six: “Love Is Here to Stay”
Image Credit: ©2021 Crown Media United States LLC/David Astorga And talk about a proud papa… just look at Mick as he waits for the ceremony to begin. Everyone else looks happy to be celebrating the big day with Jess and David too.
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Episode Seven: “What’s New?”
Image Credit: ©2021 Crown Media United States LLC/David Astorga In the Sunday, September 26, episode, Abby and Evan do some work at the O’Brien residence. Little did she know that he would end up hurting his back.
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Episode Seven: “What’s New?”
Image Credit: ©2021 Crown Media United States LLC/David Astorga Since the occurrence happened at the O’Brien’s, Evan is invited to stay until he feels better. It’s safe to say the couch will be occupied for a few days.
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Episode Seven: “What’s New?”
Image Credit: ©2021 Crown Media United States LLC/David Astorga Everyone carries on as usual. Nell, Abby and the girls share a meal while Evan gets caught up on work from their couch.
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Episode Seven: “What’s New?”
Image Credit: ©2021 Crown Media United States LLC/David Astorga Sarah lands in the hospital. While waiting for further tests, the news they received at the firehouse could very well affect their plans to start a family.
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Episode Eight: “Where or When”
Image Credit: ©2021 Crown Media United States LLC/David Astorga In the Sunday, October 3, episode, Nell and Mick share a close moment. The loving mom just might have more advice for her son.
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Episode Eight: “Where or When”
Image Credit: ©2021 Crown Media United States LLC/David Astorga Evan’s driver arrives at the O’Brien house. For what? To whisk Abby away on an adventure.
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Episode Eight: “Where or When”
Image Credit: ©2021 Crown Media United States LLC/David Astorga This beautiful place awaits Evan and Abby’s arrival. Could it be one of many of the billionaire’s properties or something more?
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Episode Eight: “Where or When”
Image Credit: ©2021 Crown Media United States LLC/David Astorga While seated amid tea and sandwiches, Evan has something to tell Abby. Will she be receptive to his declaration?
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Episode Nine: “What a Difference a Day Makes”
Image Credit: ©2021 Crown Media United States LLC/David Astorga In the Sunday, October 10, episode, Megan struggles with an inner battle, as news of Mick’s whereabouts is unknown. However, she must pull it together for the art show.
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Episode Nine: “What a Difference a Day Makes”
Image Credit: ©2021 Crown Media United States LLC/David Astorga Arthur and Nell attend the art show together. In fact, the two old friends take some time out for a dance.
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Episode Nine: “What a Difference a Day Makes”
Image Credit: ©2021 Crown Media United States LLC/David Astorga Connor is completely exhausted and stressed over starting his own business. He knows he needs help in the form of an assistant.
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Episode Nine: “What a Difference a Day Makes”
Image Credit: ©2021 Crown Media United States LLC/David Astorga Evan has a lot on his mind, mostly Abby, and makes a grand gesture. Too bad his generosity ends up backfiring.
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Season Finale: “That Old Feeling”
Image Credit: ©2021 Crown Media United States LLC/David Astorga In the Sunday, October 17 season finale, Megan is supposed to be planning a trip around the world with Mick. However, an opportunity could take her to California, which will likely put a damper on their plans — and their future.
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Season Finale: “That Old Feeling”
Image Credit: ©2021 Crown Media United States LLC/David Astorga Connor works to help Luke fight his parole hearing. If he fails, Luke could be headed back to prison.
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Season Finale: “That Old Feeling”
Image Credit: ©2021 Crown Media United States LLC/David Astorga Margaret is worried about Connor’s stress levels and his health. She plans to help him relax with a little surprise — one that he will be sure to love.
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Season Finale: “That Old Feeling”
Image Credit: ©2021 Crown Media United States LLC/David Astorga Evan finally gets up the nerve to ask Abby out on a date. Will she say yes or are her feelings stronger for Jay?
