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Chesapeake Shores Teasers: Two Men From Bree’s Past Reappear — Plus, There’s an Unexpected Twist and an Impending Lawsuit Threatens the O’Briens
Tuesday, August 17th, 2021
Dilemmas and inner struggles keep many on their toes.
Last week, viewers were reunited with the O’Briens during the season five premiere of Hallmark’s Chesapeake Shores and Soaps.com has a preview of what’s ahead in the Sunday, August 22, 8 pm, episode titled “Nice Work, If You Can Get It.”
Abby needs to move forward, on her own terms, but to do so, she must look back on her last conversation with Trace — and how it will drastically change her future, romantically and otherwise. How will she react when Trace tells her he’s selling his half of The Bridge and leaving Chesapeake Shores? Watch a sneak peek scene below.
But that’s not all Abby has to worry about. She’s officially her father Mick’s business partner, but things get off to a rocky start since the impending lawsuit with Dilpher threatens to damage the reputation of O’Brien Construction and scares off some of their clients.
Jess struggles with her own battles and is confused by the gift that David’s mom leaves her, especially after she presented her with a shocking legal document — a prenup.
More: Soap stars reunite in Hallmark’s new Saturday movie
And what about Kevin? Well, he and his old high school friend, Luke, have another run-in. It’s clear that Luke is facing some hard times, but we’d like to see more about this new character — and what circumstances brought him back to town.
Speaking of the past, Bree is hit with it head-on when she realizes two very different men from hers may be reentering her life — and her heart. And after interviewing for a teaching job with her high school nemesis, Jerry, an unexpected twist occurs.
Take a look at the extra promo then view our season five Chesapeake Shores gallery below featuring photos from Sunday’s all-new episode — and keep an eye out for new ones added weekly!
Get more Hallmark news — and your free daily soap-opera fix — delivered straight to your email inbox by signing up for Soaps.com’s newsletter.
Video: Hallmark Channel/YouTube
Image: ©2021 Crown Media United States LLC/Brendan Meadows
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<p>Carlo Marks returns as David. It’s time for him and Jess to plan their wedding!</p>
Image: ©2021 Crown Media United States LLC/Brendan Meadows
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<p>Robert Buckley makes his debut in season five. Oh, and did we mention, he’s a billionaire?</p>
Image: ©2021 Crown Media United States LLC/Brendan Meadows
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<p>Raylene Harewood makes her debut in season five. She works with Connor at the new law firm. </p>
Image: ©2021 Crown Media United States LLC/Brendan Meadows
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<p>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.</p>
Image: ©2021 Crown Media United States LLC/Brendan Meadows
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<p>Abby’s at The Bridge with her family. Her future with Trace, and thoughts of their past, consume her.</p>
Image: ©2021 Crown Media United States LLC/Brendan Meadows
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<p>Abby’s brother Kevin seems to be pondering his future as well. He and wife Sarah are planning new beginnings of their own.</p>
Image: ©2021 Crown Media United States LLC/Brendan Meadows
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<p>The other O’Brien siblings, Connor and Bree, reconnect. Bree’s back home after working on her play in London.</p>
Image: ©2021 Crown Media United States LLC/Brendan Meadows
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<p>Sister Jess spends some time with their father Mick. She is about to welcome some visitors to town.</p>
Image: ©2021 Crown Media United States LLC/Brendan Meadows
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<p>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.</p>
Image: ©2021 Crown Media United States LLC/Brendan Meadows
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<p>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.</p>
Image: ©2021 Crown Media United States LLC/David Astorga
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<p>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. </p>
Image: ©2021 Crown Media United States LLC/David Astorga
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<p>Bree meets up with someone from her past while making a donation. Luke is her brother Kevin’s friend from high school. </p>
Image: ©2021 Crown Media United States LLC/David Astorga
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<p>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.</p>
Image: ©2021 Crown Media United States LLC/David Astorga
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<p>Abby and Mick have partnered up at O’Brien Construction. They have a business problem on their hands and are losing clients.</p>
Image: ©2021 Crown Media United States LLC/David Astorga
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<p>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.</p>
Image: ©2021 Crown Media United States LLC/David Astorga
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<p>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.</p>
Image: ©2021 Crown Media United States LLC/David Astorga
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<p>Evan’s goofy ways seems to get under Abby’s skin. Here he appears to be spending the afternoon doing some rock climbing.</p>
Image: ©2021 Crown Media United States LLC/David Astorga
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<p>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. </p>
Image: ©2021 Crown Media United States LLC/David Astorga
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<p>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. </p>
Image: ©2021 Crown Media United States LLC/David Astorga
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<p>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.</p>
Image: ©2021 Crown Media United States LLC/David Astorga
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<p>This looks like an owl to us, but could it be the mystically creature at the center of the hunt? Only time will tell.</p>
Image: ©2021 Crown Media United States LLC/David Astorga
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<p>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.</p>
Image: ©2021 Crown Media United States LLC/Ricardo Hubbs
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<p>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.</p>
Image: ©2021 Crown Media United States LLC/Ricardo Hubbs
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<p>It’s time for Chesapeake Shores Day — and we have some winners! Kevin, David and Connor smile after winning medals in the triathlon.</p>
Image: ©2021 Crown Media United States LLC/Ricardo Hubbs
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<p>It looks as though it’s a double celebration for the O’Briens. Jess, Abby and Bree take home medals too!</p>
Image: ©2021 Crown Media United States LLC/Ricardo Hubbs
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<p>There’s nothing better than relaxing with a glass of wine. That’s exactly what David and Jess are doing at their inn.</p>
Image: ©2021 Crown Media United States LLC/David Astorga
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<p>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.</p>
Image: ©2021 Crown Media United States LLC/David Astorga
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<p>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? </p>
Image: ©2021 Crown Media United States LLC/David Astorga
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<p>Part of the wedding party has arrived. Connor, groom-to-be David, Mick and Kevin look handsome as ever in their suits.</p>
Image: ©2021 Crown Media United States LLC/David Astorga
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<p>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.</p>
Image: ©2021 Crown Media United States LLC/David Astorga
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<p>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.</p>
Image: ©2021 Crown Media United States LLC/David Astorga
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<p>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.</p>
Image: ©2021 Crown Media United States LLC/David Astorga
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<p>Everyone carries on as usual. Nell, Abby and the girls share a meal while Evan gets caught up on work from their couch.</p>
Image: ©2021 Crown Media United States LLC/David Astorga
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<p>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.</p>
Image: ©2021 Crown Media United States LLC/David Astorga
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<p>In the Sunday, October 3, episode, Nell and Mick share a close moment. The loving mom just might have more advice for her son.</p>
Image: ©2021 Crown Media United States LLC/David Astorga
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<p>Evan’s driver arrives at the O’Brien house. For what? To whisk Abby away on an adventure.</p>
Image: ©2021 Crown Media United States LLC/David Astorga
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<p>This beautiful place awaits Evan and Abby’s arrival. Could it be one of many of the billionaire’s properties or something more? </p>
Image: ©2021 Crown Media United States LLC/David Astorga
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<p>While seated amid tea and sandwiches, Evan has something to tell Abby. Will she be receptive to his declaration? </p>
Image: ©2021 Crown Media United States LLC/David Astorga
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<p>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.</p>
Image: ©2021 Crown Media United States LLC/David Astorga
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<p>Arthur and Nell attend the art show together. In fact, the two old friends take some time out for a dance.</p>
Image: ©2021 Crown Media United States LLC/David Astorga
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<p>Connor is completely exhausted and stressed over starting his own business. He knows he needs help in the form of an assistant.</p>
Image: ©2021 Crown Media United States LLC/David Astorga
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<p>Evan has a lot on his mind, mostly Abby, and makes a grand gesture. Too bad his generosity ends up backfiring.</p>
Image: ©2021 Crown Media United States LLC/David Astorga
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<p>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.</p>
Image: ©2021 Crown Media United States LLC/David Astorga
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<p>Connor works to help Luke fight his parole hearing. If he fails, Luke could be headed back to prison.</p>
Image: ©2021 Crown Media United States LLC/David Astorga
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