Two facile and diversified protocols for the chem‐selective synthesis of 1,2‐dihydropyridine‐fused coumarins and pyridocoumarins have been developed. Readily accessible substrates, mild reaction conditions and good functional group tolerance make these procedures attractive for the construction of various dihydropyridine‐fused coumarins and pyridocoumarins, which may enrich and develop the heterocyclic chemistry and medicinal chemistry.