As Olivia deals with the news that Jack may get a job offer that will take him away from Cedar Cove, Grace struggles with what to tell Olivia about the kiss she shared with Will. Meanwhile, Justine helps Warren though a health crisis which causes tensions between her and Seth and Stan's wife becomes concerned that Stan is growing away from her and closer to Olivia.

As the holidays approach, Olivia is dead set on going to Philly to win Jack back, only to find out he is back in town unannounced to tie up loose ends. Seth returns to Cedar Cove with good news of a new business venture, but it's complicated by Warren's involvement. Meanwhile, a beautiful, pregnant stranger comes to town, and her true identity is a surprise to all, especially Jack.