In Olivia’s backyard, she and Jack are enjoying a cup of coffee when Will calls out from behind them, “You don’t have any milk.” It’s an errand Will would take care of if his schedule wasn’t already booked with a tennis game. He then casually explains to Olivia, “It’s okay, you can just pick some up after work.” Amused, Jack remarks that he can’t believe Olivia and Will are related. Olivia then explains to Jack that thanks to their mom and all the other women in Will’s life, he’s never had to do for himself. Olivia is determined not to fall into that trap.
Elizabeth fights to clear her name and get her job back; Jack gets some troubling news; Wyatt and the railroad continue to make problems for Hope Valley; the children have to deal with a stern new schoolteacher.
Elizabeth encourages Gowen to seek forgiveness from Rosaleen to heal old wounds. Rosemary and Minnie start a choir. Meanwhile Montague continues to raise suspicion.
Emily goes undercover at the school to solve the chess coach's murder. Tensions rise when Sam suspects Violet's date, and the winter dance turns into a game of cat and mouse with the killer.
Early in the morning, as Sam heads off to start his day, he stops at Cassie’s to grab the morning newspaper. The paperboy has a grudge against Sam and the visit gives him a chance to chat with Cassie. As they talk Sam’s phone rings. It’s another rep from Hillcrest hospital hoping to convince Sam to take the Chief of Staff job. While flattered by the job offer, Sam’s happy with his practice and the extra time he has to spend with Nick. Cassie is listening so intently that she doesn’t realize that she’s pouring water all over the front of the newspaper. As Cassie grabs a towel to clean the mess, both she and Sam notice the ad for a nearby lake house that just happens to be for sale.