The impact of declined natural greenery and increased built surfaces exacerbates heat stress in urban areas causing limited usage of outdoor spaces. Greenery strategies such as trees are capable of mitigating outdoor thermal stress gain because of their phytological properties. While urban greenery guidelines have suggested the ad-hoc procedure of tree planting-schemes based on aesthetic-value, soil-water preservation etc., understanding of their morphological character help in regulating extreme thermal condition. Hence, this study aims to investigate the most efficient planting pattern based on canopies densities and trees clusters for reducing the outdoor thermal stress from bio-meteorological perspective.It initiates with the measurement of the site's morphological and meteorological attributes in existing commercial market of Bhopal City which has a humid sub-tropical climate (Aw, Koppen climate categorization). Furthermore, it leads to the development of 4-different iterated clusters incorporating moderate to high-density canopies and their overlaps pattern to estimate reduction potential in outdoors using field surveys and validated simulation model. The reduction potential in terms of magnitude and duration of thermal stress is quantified across 3-thermal variables i.e., air temperature, mean radiant temperature and universal thermal climate index. Results indicate highly-dense canopies are more effective in reducing greater magnitude of thermal stress along longer duration. Also overlapped planting pattern within the same canopy density does not make significant difference in stress reduction as compared to the changing the densities. This study will help planners and landscape architects to adopt evidence-based planting-pattern strategies for improving outdoor microclimate.