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Because she has been more than obvious about her motivations, she is nonetheless surprised that Tanner does choose her. She may be less prepared that those five dates will be held in her hometown of Winterland, a Vermont ski resort where she has not been since she left for college after high school in her plan to climb the corporate ladder away from small town Winterland. While she is looking forward to Tanner meeting her parents, Tom and Molly Wilson, she is less excited by running into some people, such as her childhood rival âMeanâ¦