Drought is one of natural disaster occurrences that affect many life aspects such as agricultural and economy. Drought is one ofhazard that affected by extreme condition due to climate change. Wonogiri is one of districts in Indonesia that has a high risk ofmeteorological drought. This area tends to have less rainfall than other areas that make the condition drier. This study is aimedto provide some information required in determining the drought disaster mitigation through analysis of the droughtcharacteristics, for both historical and future condition. For the historical condition analysis, the input is 12 years of daily rainfallrecorded data from 1990 to 2001 in 15 rain gauges. In case of the future assessment, the meteorological drought was analyzedby using Effective Drought Index (EDI) and Standardized Precipitation Index (SPI) methods. Input data for the future assessmentis 90 years of daily rainfall which was generated by using climate model HadCM3 scenario A2 and B2. The future data predictionwas done by using Automated Statistical Downscaling software. Statistical criteria i.e. Root Mean Square Error (RMSE),regression coefficient and standard deviation were used for testing the model accuracy. The drought coefficient obtained fromthe analysis using EDI and SPI then was applied to draw drought risk map using GIS software in Wonogiri District for historicaland future condition. The results show that for the historical condition, the most severe drought occurred in 1997-1998. Thisextreme condition related to ENSO phenomenon that happened in this area. Compared with the historical condition, the numberof future drought event in 2080 period is less than the historical one. This result agree with the rainfall prediction. The generatedrainfall for both scenarios are increase from existing period to 2080’s.