pi-pi Interaction in pyridine dimer and trimer has been investigated in different geometries and orientations at the ab initio (HF, MP2) and DFT (B3LYP) levels of theory using various basis sets (6-31G*, 6-31G**, 6-31 l ++G**) and corrected for basis set superposition error (BSSE). While the HF and DFT calculations show the pyridine dimer and the trimer to be unstable with respect to the monomer, the MP2 calculations show them to be clearly stable, thus emphasizing the need to include electron correlation while determining stacking interaction in such systems. The calculated MP2/6-31 l ++G** binding energy (100% BSSE corrected) of the parallel-sandwich, anti parallel-sandwich, parallel-displaced, antiparallel-displaced, T-up and T-down geometries for pyridine dimer are 1.53, 3.05, 2.39, 3.97, 1.91, 1.47 kcal/mol, respectively. The results show the anti parallel-displaced geometry to be the most stable. The binding energies for the trimer in parallel-sandwich, antiparallel-sandwich, and anti parallel-displaced geometry are found to be 3.18, 6.14, and 8.04 kcal/mol, respectively.