Nashville is calling Trace, but leaving town creates a difficult distance between he and Abby. Trace hits the road to record an album with his ex-girlfriend Leigh, but has trouble channeling creative inspiration while he is away from Abby. A well-intentioned Jess creates trouble for Bree when she advertises that a famous author will attend a book reading at Bree's new bookstore. Ready to move on from his past relationship, Kevin tries to impress a free spirited firefighter on their first date. As Mick continues his plans to develop family land, Nell attempts to have him reconcile with his brother, Thomas.

Chesapeake Shores is filled with music as the town awaits the grand opening of The Bridge nightclub in "Grand Openings". As the nightclub opening nears, Trace spends late nights practicing with Leigh and his band, while Mick fights city hall to receive a live music permit. Abby receives a promotion at work, but it leaves her with less time to spend with the family and Trace. Frustrated with her own work prospects, Megan (Barbara Niven) receives an endorsement from an unexpected ally. Jess begins to develop feelings for someone at work, while Bree is surprised at her bookstore by a new admirer - and famous author. Connor reconnects with former flame Danielle, and Kevin has eyes for a free-spirited firefighter. Sensing romance in the air, Nell hosts a dinner for her grandchildren and their new love interests.

In "Chesapeake Shores," each member of the O'Brien family is influenced by the past as they plan their futures in "All Our Yesterdays." Mick receives damaging information about Thomas, and considers whether to use it in their town hall debate over the family land trust. Jess plans a special meal to win David over, but is fearful to take the next step in their relationship. Just like Jess, Bree is afraid to move forward with her new admirer. Connor and Kevin both contemplate their careers, concerned they may be headed down the wrong paths. Overloaded with work, both Trace and Abby try to find time to spend with one another and their families. On advice from Nell, Megan tells her children the real reason she left for New York all those years ago.

Hoping to resolve some personal conflicts brewing in "Chesapeake Shores," the O'Briens face crucial issues head on in "Forest Through the Trees." Away from the distraction of technology, Abby and Trace talk about their past and the future during a camping getaway. With some encouragement from Nell, Mick and Thomas try to work out their differences in person. Bree has trouble resisting the charms of her new suitor that Megan invited to town, and spends some time getting to know him. After a recent kiss, Jess grapples with her feelings toward David, afraid that pursuing romance will ruin their friendship. Kevin also faces uncertainty about his new romance when a loss from her past brings up difficult memories from his own. A newly unemployed Connor receives a work offer from a surprising source.

After Mark offers Trace and his band a worldwide tour deal, Trace and Abby worry about how it might impact their future together. As Nell ponders a lost love from her past, Abby, Jess, and Bree are faced with the possibility of losing their new loves.

Nell tries to save the Wish Fountain. Abby discovers a never-opened letter that she sent to Trace. Mick inherits a sailboat and reunites with his brother Thomas. Bree welcomes an old friend back into her life.

With Trace still on the road, Abby and Trace find a way to combat the loneliness. With Simon in town, Bree has to define a new normal, as does Mick and Megan, who begin to suspect that old feelings never go away. Meanwhile, Sarah is injured on the job, and Kevin has to take a step back into his own past to help Sarah move forward.

Wes's new girlfriend reminds Abby that she might not be the only "mom" in Carrie and Caitlyn's life, and David and Simon's presence in Chesapeake Shores puts Jess and Bree in an unusual position.

Chaos reigns with the closure of The Bridge, the O'Briens are at war over Bree's manuscript, Kevin is heartbroken visiting Sarah's family in Philadelphia, and Trace realizes that he might not return to Chesapeake Shores.

Abby finally has to make a decision whether or not to break up with Trace for good. Bree's relationship with Simon is rocked when Caroline appears, and David and Jess have to finally figure out their relationship without the B and B.

After following his dreams to go on tour, Trace returns to an uncertain future with Abby. Kevin plans a special outing with Sarah. Though happy with her own relationship with David, running his family's inn together does not meet Jess's expectations. Fresh off penning a national bestseller, Bree meets with potential producers for a new play. Meanwhile, Mick discovers one of his contractors has engaged in suspicious business practices, and Connor questions his career path.

Trace's commitment to planting roots and winning Abby back is tested when a friend urges him to return to his music career. Abby puts her work life in jeopardy investigating a client's dubious business practices, and Connor also faces professional consequences after making an impulsive decision. Jess and David try to go back to where it all started. Bree worries that her chemistry with Simon does not live up to that of her autobiographical play's characters.

The consequences of blowing the whistle on a Ponzi scheme begin to hit Abby so she tries to distract herself by volunteering during her leave from work where she meets an intriguing new man. Trace mentors Emma and encourages her to perform her music at The Bridge. Mick and Megan fear that the return of their romantic feelings will complicate their friendship. Fortunately, Nell is back in town as a confidant for Megan. Jess and David navigate a bidding war for a new B&B.

The consequences of blowing the whistle on a Ponzi scheme begin to hit Abby so she tries to distract herself by volunteering during her leave from work where she meets an intriguing new man. Trace mentors Emma and encourages her to perform her music at The Bridge. Mick and Megan fear that the return of their romantic feelings will complicate their friendship. Fortunately, Nell is back in town as a confidant for Megan. Jess and David navigate a bidding war for a new B&B.

Wes's new girlfriend reminds Abby that she might not be the only "mom" in Carrie and Caitlyn's life, and David and Simon's presence in Chesapeake Shores puts Jess and Bree in an unusual position.

Nell tries to save the Wish Fountain. Abby discovers a never-opened letter that she sent to Trace. Mick inherits a sailboat and reunites with his brother Thomas. Bree welcomes an old friend back into her life.

Hoping to resolve some personal conflicts brewing in "Chesapeake Shores," the O'Briens face crucial issues head on in "Forest Through the Trees." Away from the distraction of technology, Abby and Trace talk about their past and the future during a camping getaway. With some encouragement from Nell, Mick and Thomas try to work out their differences in person. Bree has trouble resisting the charms of her new suitor that Megan invited to town, and spends some time getting to know him. After a recent kiss, Jess grapples with her feelings toward David, afraid that pursuing romance will ruin their friendship. Kevin also faces uncertainty about his new romance when a loss from her past brings up difficult memories from his own. A newly unemployed Connor receives a work offer from a surprising source.

With Trace still on the road, Abby and Trace find a way to combat the loneliness. With Simon in town, Bree has to define a new normal, as does Mick and Megan, who begin to suspect that old feelings never go away. Meanwhile, Sarah is injured on the job, and Kevin has to take a step back into his own past to help Sarah move forward.

Nashville is calling Trace, but leaving town creates a difficult distance between he and Abby. Trace hits the road to record an album with his ex-girlfriend Leigh, but has trouble channeling creative inspiration while he is away from Abby. A well-intentioned Jess creates trouble for Bree when she advertises that a famous author will attend a book reading at Bree's new bookstore. Ready to move on from his past relationship, Kevin tries to impress a free spirited firefighter on their first date. As Mick continues his plans to develop family land, Nell attempts to have him reconcile with his brother, Thomas.

Chesapeake Shores is filled with music as the town awaits the grand opening of The Bridge nightclub in "Grand Openings". As the nightclub opening nears, Trace spends late nights practicing with Leigh and his band, while Mick fights city hall to receive a live music permit. Abby receives a promotion at work, but it leaves her with less time to spend with the family and Trace. Frustrated with her own work prospects, Megan (Barbara Niven) receives an endorsement from an unexpected ally. Jess begins to develop feelings for someone at work, while Bree is surprised at her bookstore by a new admirer - and famous author. Connor reconnects with former flame Danielle, and Kevin has eyes for a free-spirited firefighter. Sensing romance in the air, Nell hosts a dinner for her grandchildren and their new love interests.

In "Chesapeake Shores," each member of the O'Brien family is influenced by the past as they plan their futures in "All Our Yesterdays." Mick receives damaging information about Thomas, and considers whether to use it in their town hall debate over the family land trust. Jess plans a special meal to win David over, but is fearful to take the next step in their relationship. Just like Jess, Bree is afraid to move forward with her new admirer. Connor and Kevin both contemplate their careers, concerned they may be headed down the wrong paths. Overloaded with work, both Trace and Abby try to find time to spend with one another and their families. On advice from Nell, Megan tells her children the real reason she left for New York all those years ago.

After Mark offers Trace and his band a worldwide tour deal, Trace and Abby worry about how it might impact their future together. As Nell ponders a lost love from her past, Abby, Jess, and Bree are faced with the possibility of losing their new loves.

Chaos reigns with the closure of The Bridge, the O'Briens are at war over Bree's manuscript, Kevin is heartbroken visiting Sarah's family in Philadelphia, and Trace realizes that he might not return to Chesapeake Shores.