Burned out from the hubbub of the Chicago gallery world, artist Kelly returns home to the picturesque Grand Valley just in time for Christmas. Leo, businessman and all-star dad to his children, struggles to balance his time this holiday season. When he is assigned to review a hotel in Grand Valley for its value, he sees this as the perfect opportunity for a Christmas family vacation. It isn’t long until Kelly and Leo’s worlds collide.
When an old friend of New York Sentinel Crosswords editor Tess Harper (Lacey Chabert) is found murdered on the very day the Sentinel’s crossword puzzle includes his proposal of marriage, Tess unofficially teams up with Lt. Logan O’Connor to find the killer. Together, they must assemble the pieces of a puzzle whose origins go all the way back to WWII Europe.
A brilliant crossword puzzle editor (Chabert) finds her life turned upside-down when she is pulled into a police investigation after several of the clues in her recent puzzles are linked to unsolved crimes. Proving her innocence means leaving the comfort of her sheltered world and working with a tough police detective (Elliott), puzzling through clues together in order to crack the case, as the two are fish out of water in each other's worlds.