With the development of urban development and various outdoor activities, the outdoor activities time of residents continue to grow, and the good outdoor environment have an important impact on the physical and mental health of residents. For the winter outdoor thermal comfort problem with less attention, taking the Chongqing Three Gorges Square in the hot summer and cold winter area as an example, a winter thermal environment measurement and thermal comfort questionnaire were conducted. The Rayman software is used to calculate the PET (physiological equivalent temperature) value as thermal comfort evaluation parameters, establish a functional relationship between TCV (thermal comfort voting value), TSV (thermal sensation voting value) and PET. The winter thermal comfort range of different outdoor environmental spaces were obtained, and propose a suitable winter thermal comfort evaluation model for hot summer and cold winter area. The research results can provide basic data reference for the improvement of outdoor thermal comfort research in hot summer and cold winter areas.