Cassie welcomes two new guests to Grey House. The strangers, Annabel and Jim, are both in town for job interviews, and to their surprise, they are competing for the same job! After some friendly bickering, Cassie ushers both inside to help get them settled in their rooms.
Cassie prepares for Grey House’s 225th Birthday Celebration by putting out Nathanial Merrick’s paintings. Meanwhile, as Abigail tries to eat away her pain over her split from Donovan, Cassie asks if she needs a hug. What Abigail needs is a way to break the curse. She hopes breaking up with Donovan to slow down the curse and stop the heart of Middleton from cracking was not for nothing. Cassie assures they did it for love and love is not nothing.
The ranch throws its very own mini rodeo. Val barrel races, Missy trick rides, and even Cash gets back on a bull – with potentially dangerous consequences.
Mick and Megan reunite in the thrilling finale. Sarah and Kevin's baby arrives, starting a week of celebration bringing the O'Briens together one last time in Chesapeake Shores.
Lee writes a new editorial in the Valley Voice. Gowen worries about the oil company's intentions now that Fiona has all but secured a deal with investors.
When planning her cousin's wedding goes awry, Jess turns to an unexpected source-her mother, Megan-for help. An O'Brien family wedding has some unexpected tension when Mick is confronted by an adversary from his past.