Kevin mulls marriage with Sarah; Jess and David run their new B&B in Tanglewood; and Abby and Mick both discover that their careers are in jeopardy.

A legend visits Trace as Megan plans Kevin's wedding; Jess and David discover their past can't be repaired, and Simon joins Bree as her play begins rehearsals

Trace rethinks sharing ownership of The Bridge with Mick. Jay helps Abby reconsider her priorities. Jess and David find themselves hosting guests before they are ready. Connor pursues an intriguing new opportunity. Kevin and Sarah discuss their future. Bree prepares for opening day of her play.

As season four comes to a close, Trace and the O’Briens face decisions affecting their personal and professional lives. Trace weighs his relationship with Emma against her musical potential. Abby and Connor consider new career paths, while a new agent has Bree questioning what’s next.

As the O'Brien family welcomes Bree home from London they ruminate on how the past two months have changed them all. Kevin and Sarah try for a baby, Jess and David plan for their wedding, and Abby thinks back to her conversation with Trace after their kiss on the beach.

O'Brien Construction's eccentric billionaire client, Evan Kincaid, comes to town and throws Abby and Mick off their game. At a moment of triumph, Connor discovers his law firm is hiding information from him, and Megan discovers a lost painting that leads her to a famous, reclusive local artist who wants nothing to do with her.

Jess and David host visitors in town for the traditional Snallygaster hunt. Mick and Thomas revisit a weekend-long hiking trip from their youth.

As work continues on his hotel, Evan and Abby learn a bit more about each other. Evan stays a night at Jess's B&B.