A damping landing gear assembly for a vertical takeoff and landing aircraft includes a spring housing forming a spring chamber, a spring disposed in the spring chamber and a plunger slidably coupled to the spring housing and movable between a compressed position and an extended position. The spring biases the plunger into the extended position during flight. The vertical takeoff and landing aircraft experiences a landing force during landing. The landing force compresses the plunger into the compressed position against the bias of the spring, thereby absorbing at least a portion of the landing force.