Ep 4. Once Upon Ever After

Abby O'Brien is still struggling to find her place in Chesapeake Shores. After inheriting her family's home and business, she decided to give up her high-pressure New York City career as a financial analyst to focus on her family and her new life in the small coastal town. However, balancing her responsibilities as a single mother, running a bed-and-breakfast, and managing a restaurant has proven to be more challenging than she anticipated.

In this episode, titled "Once Upon Ever After," Abby receives an unexpected proposition from an old flame who wants her to invest in a new business venture. Meanwhile, her mother, Micki, deals with a crisis involving the family's newly acquired winery and turns to her ex-husband for help.

As Abby struggles with her decision to invest, she finds herself drawn to a charming local contractor named Trace, who has his own dreams of starting a music career. Despite his passion for music, Trace struggles to find his voice as a songwriter and musician, and he turns to Abby for help. Their collaboration leads to a surprising discovery about their shared history and a realization that they still have feelings for each other.

At the same time, Abby's sister Jess struggles to come to terms with her feelings for her estranged ex-husband, David, when he shows up in town unexpectedly. Jess, who runs the family's second business, a catering company, has been dating another local business owner, but she can't shake her feelings for her ex, leaving her torn between two men.

As the town prepares for a big festival, tensions rise, and secrets are revealed. The O'Brien family must come together to support each other through their struggles and find a way to move forward with their lives. With a mix of heartwarming moments and dramatic turns, "Once Upon Ever After" is a must-see episode for fans of Chesapeake Shores.