The octanol–water partition coefficients (P) of glucose, sucrose, and trehalose were measured at temperatures between 5 and 20°C using an enzymatic method. The measured logP is compared with calculated and experimental data previously reported. In the case of trehalose, the measured logP differs considerably from the theoretically estimated values and agrees with the expected value for a disaccharide. Some methods of assessing the partition coefficients are also analyzed and it is concluded that the atom/fragment contribution method overestimates the hydrophilicity of disaccharides and, probably in a larger extension, that of trisaccharides. The knowledge of P for these sugars is valuable both for basic or applied purposes, including food and biomolecules stabilization.