Given the observed dependence of component interaction energies on the orientation of a given CH-p interaction, we examined the relationship between orientation and energetics for the full set of carbohydrate-aromatic CH-p stacking interactions using random forest regression models. We trained random forest models to predict total interaction energies from B3LYP-D3 and SAPT0 as well as the SAPT0 energetic components (i.e., dispersion, electrostatic, exchange, and induction). As inputs to our model, we used features that defined the CH-p stacking orientation without requiring any knowledge of hydrogen atom positions. These features include the distance (dCn-Ctr) and angle (q Proj-Cn-Ctr) of each carbon (i.e., where n corresponds to 1-6 for C1-C6) in galactose to the centroid of the interacting aromatic ring (Scheme 1). While these features are correlated, they fully define the locations of the galactose atoms relative to the aromatic ring centroids, capturing the variability in the observed orientations (Supporting Information Table ).