7.6
276 votes
Chesapeake Shores

Chesapeake Shores

Hallmark Channel 2016

A divorced mom deals with an old romance and complicated family issues when she returns to her hometown with her twin daughters.
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The Top 10 Actors and Characters of Chesapeake Shores (Ranked Cast in 2024)

Meghan Ory

#1 - Meghan Ory (Abby O'Brien)

Meghan Ory (born August 20, 1982, height 5' 7" (1,70 m)) is a Canadian television and film actress. She starred as Red Riding Hood/Ruby Lucas on the ABC fantasy series Once Upon a Time and is currently starring in the CBS drama Intelligence as Riley Neal. Ory was born in Victoria, British Columbia and attended Royal Oak Middle School and then Claremont Secondary School. After receiving the Fine Arts Award for Acting from Royal Oak in 1996, she began pursuing a career in acting. Her first professional acting role came in 1999 in the Fox Family Channel television movie, The Darklings, opposite Suzanne Somers and Timothy Busfield. A guest appearance on the television series The Crow: Stairway to Heaven followed, before she landed her first regular TV role on the Fox Family series Higher Ground in 2000, along with Hayden Christensen and A.J. Cook. After appearing on the MTV series 2ge+her (2000), Ory joined the cast of the Canadian television series Vampire High in 2001. She continued working in television with guest appearances on The Outer Limits, Dark Angel, Glory Days, and Maybe It’s Me. She appeared in the TV movies, Lucky 7 and National Lampoon's Thanksgiving Family Reunion in 2003, as well as the TV series Smallville, Life As We Know It, and The Collector, and Family Reunion in 2004. Also in 2004, Ory made her feature film debut in Decoys, directed by Matthew Hastings, whom she had previously worked with on Higher Ground and Vampire High. In 2006, Ory appeared in UPN series South Beach, and the Hallmark mini-series Merlin's Apprentice, alongside Sam Neill and Miranda Richardson. She also appeared in the feature film John Tucker Must Die and the made-for-TV film Her Sister's Keeper. In 2007, Ory appeared in Blonde and Blonder with Pamela Anderson and Denise Richards,and the television film Nightmare. In 2008, Ory appeared in the television series Flash Gordon episode "Thicker Than Water". In 2009, Ory appeared in the television series Knight Rider (2008) episode 17 (Season 1) "I love the Knight Life" as Megan Connelly. She portrayed Claire Thompson in the horror-thriller film Dark House. She also appeared as a guest star of Canadian TV Series Sanctuary as Laura. In 2010, Ory appeared in the Keystone Light beer commercial "Rescue of Beer". Beginning fall 2011, Ory starred as Red Riding Hood/Ruby Lucas on the ABC fantasy series Once Upon a Time. She was in most of the episodes of the first season and was promoted to the main cast in the second season of the series. She left the cast at the end of the second season, but stated that she is open for a guest starring part in the future whenever the time is available to her. In March 2013, Ory was cast as the female lead opposite Josh Holloway in the CBS drama pilot Intelligence, which co-stars Marg Helgenberger. Ory has been best friends with actress A.J. Cook since she was 17. In 2008, she married John Reardon, with whom she worked on Merlin's Apprentice.

Meghan Ory plays as Abby O'Brien in Chesapeake Shores.
Meghan Ory is the top #1 member of the cast and appears in 45 episodes.

Laci J Mailey

#2 - Laci J Mailey (Jess O'Brien)

Laci J Mailey plays as Jess O'Brien in Chesapeake Shores.
Laci J Mailey is the top #2 member of the cast and appears in 45 episodes.

Treat Williams

#3 - Treat Williams (Mick O'Brien)

Richard Treat Williams (born December 1, 1951) is an American actor, writer, and aviator.

Treat Williams plays as Mick O'Brien in Chesapeake Shores.
Treat Williams is the top #3 member of the cast and appears in 45 episodes.

Diane Ladd

#4 - Diane Ladd (Nell O'Brien)

From Wikipedia, the free encyclopedia Diane Ladd (born November 29, 1935) is an American actress, film director, producer and published author. She has appeared in over 120 roles, on television, and in miniseries and feature films, including Alice Doesn't Live Here Anymore (1974), Wild at Heart (1990), Rambling Rose (1991), Ghosts of Mississippi, Primary Colors, 28 Days (2000), and American Cowslip (2008). Twice divorced and currently married, Ladd is the mother of actress Laura Dern by ex-husband actor Bruce Dern. Description above from the Wikipedia article Diane Ladd, licensed under CC-BY-SA, full list of contributors on Wikipedia. ​

Diane Ladd plays as Nell O'Brien in Chesapeake Shores.
Diane Ladd is the top #4 member of the cast and appears in 45 episodes.

Emilie Ullerup

#5 - Emilie Ullerup (Bree O'Brien)

From Wikipedia, the free encyclopedia. Emilie Ullerup (born 27 October 1984) is a Danish actress. She is best known for playing Ashley Magnus on the television series Sanctuary (2008–2009) aired on Syfy (formerly the Sci Fi Channel), a cable- and satellite-television channel. Description above from the Wikipedia article Emilie Ullerup, licensed under CC-BY-SA, full list of contributors on Wikipedia.

Emilie Ullerup plays as Bree O'Brien in Chesapeake Shores.
Emilie Ullerup is the top #5 member of the cast and appears in 45 episodes.

Barbara Niven

#6 - Barbara Niven (Megan O'Brien)

Barbara Niven is an American actress, writer and producer, best known for her performances in Hallmark and Lifetime movies, and for television roles and independent films. She is also a motivational speaker, media trainer, and animal rights activist and spokesperson as a National Ambassador for American Humane.

Barbara Niven plays as Megan O'Brien in Chesapeake Shores.
Barbara Niven is the top #6 member of the cast and appears in 45 episodes.

Brendan Penny

#7 - Brendan Penny (Kevin O'Brien)

Brendan James Penny (born November 9, 1978) is a Canadian film and television actor who first became well known to TV audiences as A.J. Varland in the first season of Whistler that aired in Canada from 2006–2008. He is perhaps best known as Detective Brian Lucas in Motive, a Canadian crime drama centred on a team of Vancouver homicide detectives, also starring Kristin Lehman, Louis Ferreira and Lauren Holly, which aired from 2013–2016. Brendan currently stars as Kevin O'Brien in the Hallmark Channel family drama series Chesapeake Shores, which premiered on August 14, 2016. He has also been the hero of a number of Hallmark originals.

Brendan Penny plays as Kevin O'Brien in Chesapeake Shores.
Brendan Penny is the top #7 member of the cast and appears in 45 episodes.

Andrew Francis

#8 - Andrew Francis (Cole (voice), Morro (voice))

Andrew Francis (born May 27, 1985) is an actor and voice artist from Vancouver, British Columbia, Canada He has appeared in many television shows including Poltergeist, Dark Angel, Twilight Zone, The L Word, Smallville and Kyle XY. He has also appeared in theatrical releases such as Knockaround Guys, Agent Cody Banks, Final Destination 3 and, more recently, The Invisible. Francis has also been voice acting since the age of 9, starring in over 20 animated series, including many anime series, such as: RoboCop: Alpha Commando, X-Men: Evolution, Johnny Test, Action Man, Dragon Booster, MegaMan NT Warrior, Monster Rancher and Vision of Escaflowne. Description above from the Wikipedia article Andrew Francis, licensed under CC-BY-SA, full list of contributors on Wikipedia.

Andrew Francis plays as Cole (voice), Morro (voice) in Chesapeake Shores.
Andrew Francis is the top #8 member of the cast and appears in 40 episodes.

Jesse Metcalfe

#9 - Jesse Metcalfe (Trace Riley)

Jesse Eden Metcalfe (born December 9, 1978) is an American actor, most known for his role on Desperate Housewives as John Rowland. He is also notable for his portrayal of Miguel Lopez-Fitzgerald on the soap opera Passions and his starring role as the title character in the movie John Tucker Must Die. Description above from the Wikipedia article Jesse Metcalfe, licensed under CC-BY-SA, full list of contributors on Wikipedia.

Jesse Metcalfe plays as Trace Riley in Chesapeake Shores.
Jesse Metcalfe is the top #9 member of the cast and appears in 35 episodes.

Jessica Sipos

#10 - Jessica Sipos (Sarah Mercer, Sarah O’Brien)

Jessica Sipos is a Canadian film and television actress. She is of ethnic Hungarian descent from Croatia. Her older brother is actor Shaun Sipos She has had guest roles on the television series Dark Matter, Wynonna Earp, and Legends of Tomorrow, as well as recurring roles in Ascension and Slasher. Her film roles have included Dead on Campus, Cold Deck, Signed, Sealed, Delivered: To the Altar and A Daughter's Revenge. She plays the lead role in the Canadian movie Goliath.

Jessica Sipos plays as Sarah Mercer, Sarah O’Brien in Chesapeake Shores.
Jessica Sipos is the top #10 member of the cast and appears in 26 episodes.

Last updated: jan 04, 2023

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