When the woody biomass is utilized as fuel, it is necessary to examine the energy input for collecting of resources, preprocessing such as grinding and drying, conversion, fabrication, and transportation of fuel. In the present study, effects of water content and pyrolysis temperature on the energy required to grind woody biomass are investigated. Test samples used in the experiments are Japanese cedar thinning materials and Ume pruned branches that are made by thermal decomposition in 20 to 500 degree temperature range. The grinding energy of woody biomass decreases with increasing pyrolysis temperature and decreasing water content. To predict the grinding energy of woody biomass, the work index based on the Bond theory is correlated by the pyrolysis temperature.