The proposed study is an advanced study for the establishment of water resources regulation decision support system. In this study, the conditions of characteristics of shortages, which included rates, duration and occurrence probabilities, from different scenarios of reservoir capacities (effected by the volume of reservoir sediment) and given demands would be taken into the consideration of synthetic risk of regional water supply. The current available operations including the hydraulic sediment removal and groundwater support are not enough to compensate for the risk of water shortage that caused by the increasing sediment in the Tsengwen-Wusanto Reservoir system. This study can provide more useful and objective evaluations for decision makers who need to devise strategies to face the challenges of an impending drought, especially potential strategies involved inter-watersheds regulation.