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Kevin and Bree are burning the old to make way for the new chapters in their lives.

Trace hits the road to record an album with his ex-girlfriend, and a well-intentioned Jess creates trouble for Bree's new bookstore.

Highlights - Connor's New Look - Chesapeake Shores

With some help from his grandmother, Connor finally learns how out how to dress like an adult.

While back in Nashville, Trace and Leigh get called on stage to perform their new single.

Highlight - College Reunion - Chesapeake Shores

Connor runs into a former classmate from law school and Meg notices a spark.

Highlights - The Big Review - Chesapeake Shores

Jess finally gets the courage to read her bed and breakfast's big review.

Highlights - Harsh Truth - Chesapeake Shores

Trace tries to deliver some harsh news to Leigh and is surprised by her reaction.

Highlights- Treasure Hunt - Chesapeake Shores

Kevin and Bree embark on a treasure hunt and grab some personal catch-up time, too.

Highlights - Abby's Big Decision - Chesapeake Shores

Abby is faced with a dilemma when she gets offered a big promotion at work.

Highlights - Alone Time - Chesapeake Shores

Sarah and Kevin get to know each other after dinner with the O'Brien family.