Mechanochemical activations in RhIII‐ and AuI‐catalyzed C?H alkynylations lead selectively to C2‐ and C3‐alkynylated indoles. The processes show excellent functional group tolerance, do not require additional heating and proceed under solventless conditions. Compared to solvent‐based standard protocols, the reaction times are shorter and the catalyst quantities lower resulting in high product yields under ambient atmosphere in mixer mills.