Bermudagrass (Cynodon dactylon, L.) is widely used as a forage in ruminant diets owing to its nutritional value and its capacity to grow under various agroecological conditions. For the southeastern United States climate conditions, previous research on bermudagrass recommended the cultivar Tifton 85 for forage production and a monthly frequency for forage-cutting. Even though bermudagrass cultivars are known to positively respond to nitrogen (N) fertilization, the interplay of the forage-cutting and N fertilization rates is not well understood. As a result, there is not sufficient guidance for adequate harvesting schedules and fertilization management to optimize bermudagrass forage production. Hence, this study aims to clarify the interplay of biomass-cutting events and N fertilization rates on forage quality and quantity, and N footprint. The study used experimental data of bermudagrass Tifton 85 forage production under three N fertilization rates (i.e., high = 504 kg N ha−1, medium = 336 kg N ha−1, and low = 168 kg N ha−1), to calibrate and validate Root Zone Water Quality Model 2 (RZWQM2) for biomass weight and biomass N content. For each N fertilization rate, multiyear simulations of four biomass-cutting scenarios were used to investigate the joint effects of harvesting schedules and N fertilization rates on biomass weight, biomass N content, N use efficiency (NUE), and N leaching. Results show statistically significant effects of the biomass-cutting scenarios on biomass weight and biomass N content for both high and medium N fertilization rates. The interplay of biomass-cutting and N fertilization reflected differently on forage quality and quantity, and N footprint. The low N fertilization did not show any statistically significant effect except for the biomass weight. NUE values were higher with both medium and low N fertilization rates compared to the high N fertilization which showed a relatively high N leaching. The outcomes of this study can be used to inform bermudagrass cutting and fertilization options to achieve forage yield goals with an understanding of the potential environmental consequence of N leaching and low NUE.