The evaluation approaches for microclimate comfort in traditional villages often ignore the year-round impact and the impact from dynamic and static behaviors, as well as the composite impact of wind and heat environments. To solve the problem, this study presents an evaluation and optimization design strategy for microclimate comfort of traditional village squares based on extension correlation function, using field survey, computer simulation, and example analysis. Firstly, the wind and heat environments in the space of the square were measured on the site with an ultrasonic integrated weather station. Secondly, simulation parameters were configured on PHOENICS (computational fluid dynamics software), namely, boundary conditions, wind environment, heat environment, and green plants, and used to simulate the wind and heat environments in the space of the square, followed by a correlation analysis between the simulation results and the measured results. Finally, the extension correlation function was adopted to comprehensively evaluate the microclimate comfort of the preliminary design scheme, and the design scheme of the square was finalized through repeated adjustments. The proposed strategy was verified on an example: Xieduqi square, Zoumatang village, eastern China's Zhejiang Province. The example analysis shows that the proposed strategy is highly operable. The research effectively improves the optimization design of traditional village squares, extends the digital technology system of traditional villages, and greatly drives rural construction in the future.