This holiday season, Molly Foster thinks she finally has her future planned out. After four years of running the family inn, she is ready to pursue her dreams in the city. The last thing she expects is a fascinating stranger to check in and turn her quiet world upside down. Zach Moreton has worked hard to become a successful New York real estate mogul. With his latest deal, he's attained every goal he ever set. But when he arrives at the Christmas Tree Inn for a ski weekend, he discovers something that prompts him to question his priorities. As a gentle snow falls on the Christmas Tree Inn, Zach and Molly discover an undeniable connection. But with complicated pasts and conflicting futures, could their holiday encounter become something more? Or will they go their separate ways, always to wonder "what if"?