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Chesapeake Shores Teasers: A Secret From the Past Is Revealed — Plus, a Mysterious Package Could Be More Trouble Than It’s Worth
Tuesday, September 28th, 2021
It’s all about keeping things hush-hush this week but sometimes, that’s just not possible.
Last week on Hallmark’s Chesapeake Shores, Evan recuperated at the Obrien’s after pulling out his back, and in Sunday’s, October 3, 8 pm, episode titled “Where or When,” he wants to show his thanks — and whisks Abby away on a business trip. And while Kevin and Sarah try to keep a secret, Bree learns one from Luke’s past.
The sudden trip that Evan has planned leaves Abby preoccupied — and just wait until she hears the important news he has to tell her. Will his declaration be about business or pleasure?
Speaking of business… Sarah finally makes a decision about whether or not to accept her job promotion. However, on the homefront, she and Kevin contemplate sharing some personal news with their families.
More: New Hallmark premiere, Love Strikes Twice, this weekend
Bree receives some news of her own… well, not her own, but rather pertaining to Luke — and his past — from an unlikely source. And Jess and David search for clues as to who’s behind the anonymous negative review of their bed and breakfast.
Plus, Megan reconnects with an art critic friend from New York — one who brings out a side of her that Mick has never seen. But Mick has other things to deal with after receiving a mysterious package from an old friend of his own. Look for him to venture on a trip that could be more trouble than he expects.
Watch this video preview for a look into Sunday’s episode.
Before you go, check out our gallery below packed full of season five Chesapeake Shores sneak episode peek photos of what is yet to come.
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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