A successful wedding planner is trying to make dreams come true for brides by organizing fairy tale weddings. But when she is paired with a financial advisor at a wedding expo, she soon realizes that he is giving the exact opposite advice to their audience by telling them to save their money. When they are forced to spend a lot of time together, they find out that they have more in common than they think.

Jamie owns a sightseeing and tour company in the small town of Cooperville, New York. Navigating the holidays with enthusiasm is trickier for Jamie since her husband Matt passed. Matt loved Christmas and found unparalleled joy in giving to others. While reminiscing with family, Jamie realizes the town desperately needs someone with Matt’s genius for thinking of the small gestures that bring genuine happiness to the holidays.