A hydraulic hammering device is capable of sufficiently transmitting blow energy to bedrock while further strengthening cushioning action and suppressing damage to equipment. The device includes a pushing piston disposed behind a transmission member and having a smaller propulsive force than that of a main body, a damping piston positioned behind the pushing piston to slide reciprocally forwards and backwards and having a greater propulsive force than that of the main body, a direction-restrictor in a high-pressure circuit between pushing and damping chambers, to which hydraulic fluid is supplied for providing the pistons with propulsive forces, and a fluid supply source. The direction-restrictor restricts an outflow from the chambers side to the fluid supply source side while allowing fluid inflow from the fluid supply source side to the chambers and the pushing chamber sides. A throttle in a drain circuit discharges leaked fluid from a sliding contact location to a tank.