"Chesapeake Shores" follows Abby O'Brien-Winters, portrayed by Meghan Ory, a divorced mother who returns to her quaint hometown with her twin daughters. Upon her return, Abby must navigate rekindled feelings for an old flame and manage the complexities that arise within her close-knit family. Laci J. Mailey stars as Jess O'Brien, Abby's sister, adding further depth to the familial dynamics explored in the series.
The series delves into themes of family reconciliation, personal growth, and the enduring nature of love and community ties. It highlights how returning to one's roots can prompt reflection and healing, emphasizing the importance of confronting past wounds to build a stronger future. "Chesapeake Shores" also explores the challenges and triumphs of balancing motherhood, career, and personal aspirations within a supportive yet sometimes complicated family environment.
Since its debut, "Chesapeake Shores" has resonated with audiences seeking heartfelt storytelling, particularly those who appreciate family dramas grounded in relatable emotions and small-town charm. The show's portrayal of strong female leads and authentic family bonds has contributed to its steady popularity, making it a notable addition to contemporary television's lineup of emotionally engaging series.
Ran for 6 seasons.
Main Cast of Chesapeake Shores
Meghan Ory
Abby O'Brien-Winters
Meghan Ory played a significant role in the TV series 'Chesapeake Shores,' where she portrayed Abby O'Brien, a character whose complexity and growth were central to the show's narrative. Her performance was well-received by both audiences and critics, praised for its authenticity and emotional depth, which brought a relatable and heartfelt dimension to the family drama. What made her portrayal unique was her ability to balance the character's tough exterior with moments of vulnerability, making Abby's journey compelling and engaging. One lesser-known fact behind the scenes is that Meghan Ory, who is also a talented painter, contributed some of the artwork seen in Abby's home on the show, adding a personal and creative touch to the set design.
Laci J. Mailey
Jess O'Brien
Laci J. Mailey portrays the character of Jess O'Brien in the television series 'Chesapeake Shores.' Jess is a young, talented woman who is deeply connected to the titular town and its intertwined family dynamics. This role is a significant part of Mailey's career as it marks one of her more prominent and long-standing performances on network television, showcasing her ability to embody relatable and emotionally rich characters. Compared to her earlier roles, which were often guest appearances or supporting parts in series like 'The 100' or 'UnReal,' her portrayal of Jess allowed Mailey to explore a more nuanced, recurring character with substantial development over multiple seasons. This depth and consistent screen presence have helped solidify her reputation as a versatile and engaging actress within the drama genre.
Emilie Ullerup
Bree O'Brien
Emilie Ullerup portrays Ashley Coulson-O'Brien on the TV series "Chesapeake Shores." In this role, she embodies a supportive and resilient character who navigates complex family and romantic relationships within the charming community of Chesapeake Shores. This role marks a significant point in Ullerup's career as it showcases her ability to bring depth and warmth to a contemporary drama, contrasting with her earlier work in genre shows like "
Sanctuary," where she played a more action-oriented, science fiction character. Her performance in "Chesapeake Shores" stands out because it highlights her versatility and emotional range, allowing her to connect with audiences through more grounded, heartfelt storytelling compared to the fantastical elements of her previous roles.
Barbara Niven
Megan O'Brien
Barbara Niven portrays Mary-O in the TV series 'Chesapeake Shores,' where she plays a nurturing and supportive character, contributing to the family-centric drama's emotional depth. This role highlights her versatility, showcasing her ability to embody warm, grounded figures that resonate deeply with audiences. Compared to her earlier work, which often featured roles in romantic comedies and TV movies, her performance in 'Chesapeake Shores' stands out for its subtlety and emotional nuance, allowing her to explore complex family dynamics. This has helped solidify her reputation as a skilled actress capable of delivering heartfelt performances in ensemble casts.
Robert Buckley
Evan Kincaid
Robert Buckley delivers a charming and nuanced performance as Evan Kincaid in 'Chesapeake Shores,' portraying the character with a blend of warmth and complexity that resonates with the show's romantic and family-oriented themes. Compared to his other roles, such as in the sci-fi drama 'Six Feet Under' and the supernatural series '
iZombie,' Buckley's portrayal of Evan is more grounded and relatable, emphasizing emotional depth over genre-driven storytelling. A notable trivia fact is that Robert Buckley originally pursued a career in advertising before transitioning full-time into acting, with 'Chesapeake Shores' marking one of his most beloved roles to date.
Brendan Penny
Kevin O'Brien
Brendan Penny portrays Kevin O'Brien in the TV series 'Chesapeake Shores,' a role that showcases his versatility as an actor beyond his earlier work predominantly in procedural dramas like '
Motive.' In 'Chesapeake Shores,' he embodies a warm, layered character involved in the close-knit community drama, which contrasts with the more intense, crime-focused roles he played before. This performance stands out as it allowed Penny to explore more emotional and relational aspects of his acting, endearing him to a broader audience and highlighting his range beyond his established niche in crime and thriller genres.
Andrew Francis
Connor O'Brien
Treat Williams
Mick O'Brien
Diane Ladd
Nell O'Brien
Jesse Metcalfe
Trace Riley
Jessica Sipos
Sarah O’Brien , Sarah Mercer
Kayden Magnuson
Carrie Winters
Abbie Magnuson
Caitlyn Winters
Crew of Chesapeake Shores
Full backstage crew list →