A novel comprehensive resilience assessment framework for drinking water systems is proposed integrating different resilience perspectives (i.e., robustness, autonomy, flexibility, reliability, preparedness and recovery), oriented by objectives, criteria and metrics, applicable at the tactical level. The resilience assessment framework is applied to a Portuguese real water distribution network, enabling the evaluation of the system’s resilience. The infrastructure dimension is the main contributor to the low resilience results, particularly in terms of infrastructural robustness, as the infrastructure has exceeded the average service life and has low rehabilitation rates. In terms of autonomy, the system highly depends on external water and energy sources. Regarding the service dimension, most of the drinking water available is used for non-potable uses (e.g., irrigation), without alternative sources. The detailed diagnosis identified network area R6 as the priority area. Assets rehabilitation, increasing storage capacity, finding alternative water and energy sources, and minimizing non-potable uses are relevant improvement measures that promote the reinforcement of the system’s resilience. The resilience assessment framework is a very useful tool for the daily and tactical management of drinking water systems.