Water stress conditions associated with population growth, climate change, and groundwater contamination, represent a significant challenge for all stakeholders in the water sector. Increasing the resilience of Water Supply Systems (WSSs) becomes of fundamental importance: along with an adequate level of service, sustainability targets must be ensured. A long-term management strategy is strictly connected to a holistic approach, based on analyses at different scales. To this end, both groundwater modeling tools and water management models, with different spatial and temporal scales, are routinely and independently employed. Here, we propose a coupled approach combining: i) groundwater models (MODFLOW) to investigate different stress scenarios, involving climate change and anthropic activities; ii) water management models (Aquator), to assess the water resources availability and the best long-term management strategy for large-scale WSS. The management models are implemented starting from input and output flows derived by groundwater models: this leads to establish a comprehensive framework usually not defined in management models and including a quantitative characterization of the aquifer. The proposed methodology, general and applicable to any study area, is here implemented to the WSS of Reggio Emilia Province, and its main groundwater resource, the Enza aquifer, considering three different stress scenarios for groundwater models (BAU, ST1, and ST2), and for management strategies (BAU, BAU(RV2), ST2). Among the key results, we observe that coupling the two model types: i) allows evaluating water resources availability in connection with management rules; ii) leads to examining more realistic operation choices; iii) permits planning of infrastructures at basin scale.