The structures of the dimers of formamide and N-methylacetamide have been calculated at the ab initio electronic structure theory level, 2nd order Miller-Plesset perturbation theory (MP2) with augmented correlation consistent basis sets. Five unique structures were optimized for the formamide dimers at the MP2/aug-cc-pVDZ and MP2/aug-cc-pVTZ levels. At the optimized geometries obtained with the aug-cc-pVTZ basis set, MP2 energies were evaluated with the aug-cc-pVQZ basis set allowing an extrapolation of the energies to the complete basis set limit. Four structures were found for the N-methylacetamide dimer at the MP2/aug-cc-pVDZ level and single point energies were calculated at the MP2/aug-cc-pVTZ level. In both systems, the basis set superposition error (BSSE) was estimated with the counterpoise method. The strength of the N-HiiiO=C bond has a mean value of 7.1 kcal/mol in the formamide dimers and a mean value of 8.6 kcal/mol in the N-methylacetamide dimers. The difference in hydrogen bond strengths is attributed to differences in basicity at the carbonyl oxygen receptor site. In several dimers C-HiiiO=C hydrogen bonds play an important role in stabilizing these intermolecular complexes increasing the interaction energy by 1.1 to 2.6 kcal/mol per interaction.