More accurate tools are required to replicate urban climates to achieve healthy and comfortable urban environments. To this end, this study implements a novel high-resolution simulation framework to improve the OTC modelling by dynamic coupling of convective fluxes calculated by computational fluid dynamic (CFD) model, and dynamic building energy simulation (BES) for analyzing outdoor surface temperature of buildings. In addition, radiative fluxes emitted from building surfaces are coupled with latter models. The workflow is applied at the Grasshopper platform based on the results of ANSYS Fluent as the CFD and EnergyPlus as the BES tools. This framework is tested within a generic case study representing an urban neighbourhood. As a result of this framework, tempo-spatial values for OTC are achieved at each time-step of simulation and then compared with the OTC values from the traditional OTC modelling approach. Statistical analysis of results shows that the OTC valued predicted using the coupled method can change considerably compared to OTC results from traditional methods at the neighbourhood scale.