Monitoring the moisture content (MC) of wood and avoiding large MC variation is a crucial task as a large moisture spread after drying significantly devalues the product, especially in species with high green MC spread. Therefore, this research aims to optimize kiln-drying and provides a predictive approach to estimate and classify target timber moisture, using a gradient-boosting machine learning model. Inputs include three wood attributes (initial moisture, initial weight, and basic density) and three drying parameters (schedule, conditioning, and post-storage). Results show that initial weight has the highest correlation with the final moisture and possesses the highest relative importance in both predictive and classifier models. This model demonstrated a drop in training accuracy after removing schedule, conditioning, and post-storage from inputs, emphasizing that the drying parameters are significant in the robustness of the model. However, the regression-based model failed to satisfactorily predict the moisture after kiln-drying. In contrast, the classifying model is capable of classifying dried wood into acceptable, over-, and under-dried groups, which could apply to timber pre- and post-sorting. Overall, the gradient-boosting model successfully classified the moisture in kiln-dried western hemlock timber.