Janie, a rising marketing executive living in The Big Apple, returns to her hometown of Woodland Falls when her Great-Uncle Randall passes away. Randall has even arranged for his farmhand, Dylan to help at the event, which is being held in the farm’s sprawling barn. Aware that her Manhattan boyfriend is anxious for her to return to the city so the pair can jet off to a previously planned holiday on the beach, Janie begins to feel an unexpected emotional tug about living life in a more authentic, meaningful way.

When Harper's Bazaar chooses Brookfield to be featured for its "Country Christmas" magazine piece, the residents all band together to make the town into a Christmas wonderland. Meanwhile, old flames are fanned, new romances are sparked, and some unexpected visitors show up just in time for the holidays.