Winter Love Story follows the story of Cassie, a new author who has just published her first book. As part of her promotional tour, she is paired with Elliot, a successful and well-known author. At first, Cassie finds Elliot to be arrogant and full of himself, but as they spend more time together on the tour, she realizes that he is actually quite genuine and kind-hearted.
As they travel together from city to city, Cassie and Elliot begin to develop a close friendship. Cassie learns a lot from Elliot, both as a writer and as a person, and she begins to believe in her own talent thanks to his encouragement and guidance.
As the tour comes to an end, Cassie realizes that she has feelings for Elliot. However, she is hesitant to act on them, as she worries that he might not feel the same way or that their professional relationship could be jeopardized.
Eventually, Cassie musters up the courage to tell Elliot how she feels, and he admits that he has feelings for her too. They begin dating and, despite some challenges along the way, their love only grows stronger.
At the end of the movie, we see Cassie and Elliot happily together, both professionally and personally. Cassie has learned to trust in her own abilities as a writer and has found love in the most unexpected place.