Urban vegetation has been pointed out as one of the most effective way to mitigate urban heat island, nevertheless most of the surfaces has been replaced by pavement and buildings, moreover urban vegetation need great amount of space to achieve good result, therefore with nowadays technology, vegetation can take place at building’s wall. This study evaluates the impact of vertical greening on urban microclimate, focuses mainly on outdoor thermal comfort; quantify the cooling effect and evapotranspiration level. Field experiment was designed to monitor the microclimate of the environment and developed a CFD (Computational Fluid Dynamics) model to simulate different vertical greening height, wind velocity, wind direction, and heat flux variations. The simulation result will be verified by using field measurement result to increase the credibility of the model. Study results show that vertical greening height doesn’t have much impact on outdoor thermal comfort, however it does more impact on distance, stable PET values of 12m high vertical greening reached 6m range, in addition higher wind velocity settings resulted in lower PET values, the difference of PET value between 1m/s setting and 9m/s setting is 4.5oC. Furthermore, wind direction does a great impact on PET value, PET value of leeward reach 30.8oC due to lower wind velocity.