Abby's official first date with Jay gets awkward when they show up to the same restaurant as Trace and Emma. Trace receives an offer to produce an album with Emma but is conflicted about their romantic relationship. A snag in Jess and David's B&B opening threatens to derail David's romantic plans. When planning their future, Kevin and Sarah try to find common ground. With her play opening imminent, Bree is approached by an agent. Both Connor and Abby consider new professional paths. Meanwhile, Mick and Megan try to avoid the relationship mistakes they made the first time around.
Abby O'Brien Winters returns to her hometown of Chesapeake Shores, Maryland, after receiving a panicked phone call from her younger sister Jess, who has renovated the Inn at Eagle Point. Abby's demanding career, divorce and young twin daughters, has kept her busy to even think about the town her father built. Saving her sister's inn from foreclosure means dealing not only with her fractured family but also with Trace Riley, the man she left ten years ago. He initially is an obstacle but becomes an unexpected ally and a second chance at finding love.
Chesapeake Shores - Watercolors, Wishes, and Weddings Synopsis and Schedule