This paper describes the assessment method of measures mitigating heat island phenomena in urban areas. The heat island phenomena were classified into meso-scale with 100 km-scale, block-scale with several km-scale, and building-scale with 100 m-scale. Urban thermal environment simulation model was developed in response to each scale. For the development, regional data using aircraft and artificial satellite observations, surface observation and thermal environment observation at Shinjuku new central city of Tokyo, and artificial waste heat actual survey data in the southern Kanto district were utilized. Results of the urban thermal environment simulation were introduced as an application of this model. Temperature distributions of the heat island in the Kanto district were simulated with considering urban conditions near Tokyo and without considering it. Daily changes of wall surfaces of high buildings and road surface were calculated. Increase in the air temperature in the back stream of building roofs with increased temperature was determined. 4 figs.