Urbanization significantly affects storm water runoff through the creation of new impervious surfaces such as highways, parking lots, and rooftops. Such changes can adversely impact the downstream receiving water bodies in terms of physical, chemical, and biological conditions. In order to mitigate the effects of urbanization on downstream water bodies, stormwater control measures (SCMs) have been widely used (e.g., infiltration basins, bioswales). A suite of observations from an infiltration basin installed adjacent to a highway in urban Maryland was used to evaluate stormwater runoff attenuation and pollutant removal rates at the well-instrumented SCM study site. In this study, the Storm Water Management Model (SWMM) was used to simulate the performance of the SCM. An automatic, split-sample calibration framework was developed to improve SWMM performance efficiency. The results indicate SWMM can accurately reproduce the hydraulic response of the SCM (in terms of reproducing measured inflow) during spring, fall, and winter, but is less accurate in reproducing measured outflow during summer time. Similar results were found for the modeled (and observed) inflow water quality constituent, total suspended solids (TSS).