‘Chesapeake Shores,’ Season Four is the Big Year to Celebrate!


Although I’m in the minority when it comes to my favorite TV show on Hallmark, I have said it before, and I’m likely to continue to say so, it’s this one that is my favorite. Chesapeake Shores, season four has some ups, downs and family togetherness, as is the normal of this generational drama, plus, there’s a healthy dose of romance packed in an unusually short season.

Chesapeake Shores, Season Four (2019) Hallmark Review

An important little day trip is what occupies the mind of Kevin O’Brien (Brendan Penny). Along with this girlfriend, Sarah (Jessica Sipos), the two of them are going to visit Kevin’s sister, Jess (Laci J. Mailey) at the new inn, she co-runs with her boyfriend, David (Carlos Marks). Once there, Kevin’s plans for a romantic weekend seem to be thwarted no matter what he does, but somehow, he finds that like everything in this relationship, sometimes, the most unexpected moments turn out to be the best.

Back home in Chesapeake, country superstar Trace Riley (Jesse Metcalfe) returns home, this time, for good. Once back, he finds his bar is still up and running, but there’s something missing in the musical talent, something he may find in a newcomer. He also tries to come to terms with the fact that his girlfriend, Abby (Meghan Ory) is moving on. Meanwhile, Abby faces her own trouble at work, something she shares in common with the patriarch of the O’Brien family, Mick (Treat Williams), a man whose business savvy has served him well… until now.

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chesapeake shores, season four
‘Chesapeake Shores,’ Season Four is The Big Year to Celebrate! A review of the Hallmark TV drama's fourth year with Meghan Ory & Jesse Metcalfe #Hallmarkies #Chessies #Romance Click To Tweet

Like any of the prior seasons of this show, this one is fraught with some drama, but somehow this season also feels really joyful, and I love this. I enjoyed all six episodes, and like most of the ways the writer’s challenge these characters.

In addition to Abby, Kevin and Jess, there’s also siblings Bree (Emillie Ullerup) and Connor O’Brien (Andrew Francis), both of whom have a similar storyline. Personally, one of these seems really bittersweet, especially since it involves a character who grows each time they appear, while the other didn’t affect me. No matter what these characters go through, the fact that they’re tight-knit remains one of the strongest things about the writing and show. Sure, they has issues, and all of them have something to forgive or move on from, but at the end of the day, they’re family, and this is always the resounding message.

There’s so many emotions this season, but best of all, the series ends on a high note. Plenty of romantic entanglements takes place, which is ideal for those of us who like a good romance-y trope. There’s drama, there’s marriage, there’s question popping, there’s declarations, and yes, breakups!

Needless to say, this is typical for the usual fare of Chesapeake Shores. It’s lovely and sweet, traumatic (sometimes) and bittersweet. But the overall feel of this show is one of good things. It’s solid storytelling, and makes me hope there’s a fifth season (the ratings were positive so the chances are high). But if not, I hope Hallmark at least produces a two-hour film to wrap up the stories and lives of this lovable O’Brien clan.

‘Chesapeake Shores,’ Season Four is The Big Year to Celebrate! A review of the Hallmark TV drama's fourth year with Meghan Ory. Text © Rissi JC

Photos: Hallmark / Crown Media Press, Dan Paulson Productions

About Rissi JC

amateur graphic designer. confirmed bookaholic. bubbl’r enthusiast. critical thinker. miswesterner. social media coordinator. writer.


  1. YAY, you’ve seen it!! I am so happy to hear it didn’t disappoint for you. I also really love this review post; it was a lot of fun to read :) And I could not agree more with the fact that the family bonds in this show (particularly the sibling ones) are where it really shines.

    Outside of that though, the highlight of this season for me was absolutely everything Jess & David related; I actually kind of feel like S4 & S3 are them at their peak, in terms of the quality of their story-lines and how much I enjoyed them, and S2 & 3 belong to Sarah & Kevin. And while, unfortunately, I still don’t know what to think of Trace and Abby, I have to admit I really did love that cliff-hanger kiss, and his adorable reunion with her daughters where he picked them up in a hug and they did their special handshake… SO cute! In view of that, and the fact they are so obviously endgame, I hope when the writers do permanently get them back together it will be a worthy pay-off after all of this annoying back-and-forth stuff.

    I’m also curious however for your opinion on two other points; how they handled the Megan/Mick reunion arc, and Abby’s new love interest.

    1. It doesn’t disappoint! I really enjoyed this season despite the angst and ups and downs for everyone. Thank YOU, as always, for taking the time to read this and share your thoughts. :)

      Aw, yes! Jess and David are too cute. It’s funny to see the different “types” of romance tropes for each couple in this show. Jess & David are definitely the fairy-tale one; and Abbey and Trace are the will-they-or-won’t-they-end-up-together. It adds some interesting dimension and elements to the “bigger picture” storytelling. Speaking of their angsty love story, I still want them to be endgame… but if that’s not the goal, I would like writer’s to stop teasing it and leave it alone. It’d help them, as characters, to move on and us to not be hopeful they’ll be together. I too loved that final kiss, and am still rooting for them. I remember S1 when Trace was so settled and happy in town, so that’s what I want to see. :D

      I’m not the biggest fan of Megan and Mick (in light of my OTP for Abbey/Trace, this is weird I know…!) as I don’t think she’s in the right state of mind/place. She’s still pretty messed up and trying to get the approval of her kids. I quite liked how Abbey’s new love interest is handled quite well. I like that they don’t get “serious” because she recognizes she’s still not quite over how things ended with Trace. The writer’s do a really nice job with this, and I appreciated that it goes no further than obvious interest AND that he also understands this. You?

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