Techie-turned-vintner, Tom Wyatt, finds himself in the company of a woman who is only in town to visit family for the holidays. Carson Everett is on a mission to help her recently divorced younger sister get her family through the holiday season, and her newest idea involves using Tom's winery to host a Christmas paint and sip event.
Reluctant to get involved, Tom eventually agrees and spends his holiday season learning what makes a woman like Carson tick. And then wonders if he can get over the hurts from his past and find a way to get her to stay.
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