Slope failures frequently threaten the infrastructure and lives of people in hilly regions. Hence, planning and implementing adequate, cost-effective mitigation measures during any infrastructural project planning stage in these regions is crucial. Shallow landslides are among the most dangerous types of mass movements, primarily because they often escalate into rapid mass movements characterized by features of debris avalanches and flows during rainfalls. The use of vegetation in controlling shallow landslides is widely acknowledged. The presence of vegetation in the vadose zone imparts a stabilizing effect through soil suction, root reinforcement, and enhanced normal stresses due to the weight of plant biomass. This study numerically investigates the effect of root reinforcement in enhancing the stability of a slope under various infiltration conditions using finite element-based platform SEEP/W, and the limit equilibrium-based platform SLOPE/W. The effect of rainfall infiltration in generating pore water pressures within the slope is assessed through SEEP/W. This model is then further analyzed for its stability using SLOPE/W. The influence of varying root length, tree inclination, and their center-to-center distance in the Factor of Safety of the slope is thoroughly studied. The results indicate that under the considered local rainfall infiltration, the slope becomes unstable when barren. However, the presence of vegetation significantly improved the stability of the slope. The outcomes of this study contribute to the development of sustainable slope management strategies.