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The final season of Hallmark Channel’s Chesapeake Shores premiered August 14. The last 10 episodes of the family-focused drama will bring the story of the O’Brien family to a close. While fans will soon have to say goodbye to Abby, Jess, Bree, and the rest of the characters, they can still keep up with the actors who’ve played those roles. Here’s where you’ve seen the Chesapeake Shores cast before. 

Meghan Ory starred in ‘Once Upon a Time’ 

Meghan Ory wearing a red cape in 'Once Upon a Time'
Meghan Ory (left) in ‘Once Upon a Time’ | Jack Rowand/Disney General Entertainment Content via Getty Images

Megan Ory plays Abby O’Brien on Chesapeake Shores. Her film and TV career began in the late 1990s with small roles in shows such as The Crow: Stairway to Heaven. She also starred in the shows Higher Ground, Vampire High, True Justice, and Intelligence. From 2011 to 2016, she played Ruby/Red Riding Hood on ABC’s Once Upon a Time. 

Robert Buckley is a Hallmark Channel favorite

Robert Buckley joined the Chesapeake Shores cast in season 5 as quirky billionaire Evan Kincaid. Before joining the Hallmark show, he starred in The Christmas House for the network, which was inspired by his own family’s tradition of decorating their house for the holiday. His other roles include Major Lillywhite on iZombie, Kirby on Lipstick Jungle, and Clay Evans on One Tree Hill. 

See Treat Williams in a gritty new drama from HBO 

Treat Williams wearing a suit standing next to Celeste Oliva in police uniform in HBO's 'We Own This City'
Treat Williams and Celeste Oliva in ‘We Own This City’ | Paul Schiraldi/HBO

Treat Williams plays Abby’s dad Mick O’Brien on Chesapeake Shores. Fans may recognize him as Everwood’s Dr. Andrew Brown, a character he played from 2002 to 2006. But his career stretches back decades, including roles in the 1979 movie version of the musical Hair and the title role in the 1981 movie The Pursuit of D.B. Cooper. More recently, he appeared in The Christmas House, playing the father of Robert Buckley’s character. And in 2022, he took on a grittier role as a retired Baltimore detective in HBO’s limited series We Own This City, based on a real story of corruption in the city’s police department. 

Barbara Niven also appeared in Hallmark’s ‘Cedar Cove’

Barbara Niven plays Abby’s mom Megan O’Brien in Chesapeake Shores. She has a long history with Hallmark going back to her first TV role in the Hallmark Hall of Fame movie Promise in 1986. Since then, she’s appeared in TV shows such as Wings, Cold Case, and The Bold and The Beautiful and played Marilyn Monroe in the 1998 HBO movie The Rat Pack. Niven has also appeared in numerous movies for both Lifetime and Hallmark Channel and played Peggy on Cedar Cove, Hallmark’s first original scripted series.  

Laci J. Mailey has appeared in ‘Supernatural’ and ‘iZombie’

Laci J Mailey with dark hair at the 2017 TCA press tour
Laci J Mailey | Paul Archuleta/FilmMagic

Laci J. Mailey plays Mick and Megan’s daughter Jess on Chesapeake Shores. She’s previously appeared in the TV show Falling Skies and The Romeo Section and also had roles on shows such as Supernatural, iZombie, and The Magicians. 

Emilie Ullerup plays Dale Travers in the ‘Signed, Sealed, Delivered’ series

Danish actor Emilie Ullerup plays Abby and Jess’s sister Bree on Chesapeake Shores. She’s also known for playing Ashley Magnus on the TV series Sanctuary and Dale Travers in Hallmark’s Signed, Sealed, Delivered movie series. Ullerup’s other Hallmark movies include Nature of Love and Don’t Forget I Love You. 

Andrew Francis has appeared in other Hallmark movies and shows

Andrew Francis plays Connor O’Brien on Chesapeake Shores. He’s been acting since he was a child. Other Hallmark roles include Engaging Father Christmas and Coming Home for Christmas, as well as a recurring role as Derek in Cedar Cove Season 3. He’s also been seen in episodes of Psych, The L Word, and Supernatural and the movie Final Destination 3. Francis is also a prolific voice actor in shows and movies such as My Little Pony: Friendship Is Magic, Dragon Ball Z, and Dinotrux.    

Brendan Penny has also starred in multiple Hallmark Channel movies

Canadian actor Brendan Penny plays Kevin O’Brien on Chesapeake Shores. He’s also starred in the Canadian TV series Whistler and Motive and appeared in a number of Hallmark movies, including Tis the Season for Love, A Dash of Love, Easter Under Wraps, and Beverly Hills Wedding. 

Diane Ladd is a three-time Oscar nominee

Diane Ladd, wearing a had and holding a cigarette, as Ida Sessions in 'Chinatown'
Joe Mantell as Lawrence Walsh and Diane Ladd as Ida Sessions in ‘Chinatown’ | CBS via Getty Images

Diane Ladd plays Mick’s mother Nell O’Brien on Chesapeake Shores. She’s a three-time Oscar nominee for Alice Doesn’t Live Here Anymore, Wild at Heart, and Rambling Rose and a three-time Emmy nominee for Dr. Quinn, Medicine Woman, Grace Under Fire, and Touched by an Angel. She played Nora Griswold in National Lampoon’s Christmas Vacatio and Ida Sessions in Chinatown. Her daughter is Laura Dern, and the pair have played mother and daughter on screen in Wild at Heart, Rambling Rose, and HBO’s Enlightened. 

Jesse Metcalfe’s breakout role was on the soap opera ‘Passions’ 

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Jesse Metcalfe may have left the Chesapeake Shores cast in season 5, but his Trace Riley character is still beloved by fans. While we don’t know if Trace will return to the show for its final episodes, Chessies can check out some of Metcalfe’s other roles. His breakout role was on the soap opera Passions, where he played Miguel Lopez-Fitzgerald from 1998 to 2004. He also played the title role in the movie John Tucker Must Die and John Rowland in Desperate Housewives. On Hallmark, he’s starred in Harmony From the Heart and the Martha’s Vineyard Mysteries series. 

New episodes of Chesapeake Shores Season 6 air Sundays at 8 p.m. ET on Hallmark Channel. 

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