The complex flow and wave pattern following an initially planar shock wave transmitted through a double-bend duct is studied experimentally and theoretically/numerically. Several different double-bend duct geometries are investigated in order to assess their effects on the accompanying flow and shock wave attenuation while passing through these ducts. The effect of the duct wall roughness on the shock wave attenuation is also studied. The main flow diagnostic used in the experimental part is either an interferometric study or alternating shadow–schlieren diagnostics. The photos obtained provide a detailed description of the flow evolution inside the ducts investigated. Pressure measurements were also taken in some of the experiments. In the theoretical/numerical part the conservation equations for an inviscid, perfect gas were solved numerically. It is shown that the proposed physical model (Euler equations), which is solved by using the second-order-accurate, high-resolution GRP (generalized Riemann problem) scheme, can simulate such a complex, time-dependent process very accurately. Specifically, all wave patterns are numerically simulated throughout the entire interaction process. Excellent agreement is found between the numerical simulation and the experimental results. The efficiency of a double-bend duct in providing a shock wave attenuation is clearly demonstrated.