We present a generalization of the connectivity-based hierarchy (CBH) of isodesmic-based correction schemes to a multilayered fragmentation platform for overall cost reduction while retaining high accuracy. The newly developed multilayered CBH approach, called stepping-stone CBH (SSCBH), is benchmarked on a diverse set of 959 medium-sized organic molecules. Applying SSCBH corrections to the PBEh-D3 density functional resulted in an average error of 0.76 kcal/mol for the full test set compared to accurate CCSD(T)-quality enthalpies and an even lower error of 0.44 kcal/mol on a subset containing only acyclic molecules. These results rival the traditional CBH-3 approach at a greatly reduced cost, allowing larger fragment corrections to be made at the MP2 level of theory rather than with G4. Our SSCBH approach will enable more widespread applications of CBH methods to a broader range of organic and biomolecular systems.