As Jess and David try to buy an inn, love and loss surround the O'Briens; Mick and Megan explore feelings; Kevin and Sarah make a decision that can upend the family; and Bree and Connor suspect true love might not last forever.

Trace and Abby enjoy new relationships in "Chesapeake Shores," but are not sure that they've found in their partners what they once had with each other. After a stressful deposition, Abby reconsiders her priorities and the future of her career with Jay's support. Trace rebuilds his trust with Emma and reaffirms his commitment to Chesapeake Shores when he offers to buy Mick's share of The Bridge. Jess and David receive guests at the B&B earlier than anticipated but rally together to get through it. Kevin and Sarah struggle to see eye to eye about what their future together holds. Nell offers advice to both Mick and Megan when they encounter issues in their newly rekindled relationship. Meanwhile, Bree prepares for the premiere of her play, and Connor pursues a new job.