In present work thermochemistry of solvation of inert gases and organic solutes in pyridine was thoroughly studied using solution calorimetry technique. Enthalpies of solution at infinite dilution of 21 organic solutes were determined experimentally at 298.15 K. Measured and literature data were analyzed using Acree and Abraham multi-parameter correlations for description of enthalpies of solvation. Both hydrogen bonding enthalpies between solute and pyridine in bulk pyridine and Gibbs energies of 1:1 complexation between solute and pyridine were calculated using solute and solvent descriptors. Obtained results are in good agreement with values calculated by previously proposed methods.