In order to machine complex box and shell structures, the cutter with large ratio of length to diameter is usually used, whereas the low rigidity of the cutter hinders the increase of the stable machining parameters. This paper develops one kind of damping cutter to improve the stable processing condition in this milling operation. The influences of modal characteristic of the cutter on chatter stability are investigated, where it is proven that increasing the dynamic stiffness can efficiently extend the stable zone. On this basis, two damping cutters are designed by inlaying the strips and damping core into the toolholder body. The influences of geometrical parameters and material property of the damping cutters on modal characteristics are theoretically analyzed, and the optimal geometrical dimensions are determined using the finite element simulation. Then, the two damping cutters are fabricated. After modal tests and milling machining experiments, the measured results validate the effectiveness of the developed damping cutters in terms of improvement of the stability frontier.