Discussed in this paper is the vertical load supporting mechanism of laminated rubber bearings with hollow circular sections. The compressive stiffness of the hollow circular rubber bearings is experimentally studied. Key issues discussed in this paper are 1) precise measuring method for rigidity modulus of the rubber materials 2) comparison between the theoretical prediction and the experimental result 3) effect of hollow circular section on the vertical stiffness. The observed result through this experimental study supports the theoretical premise and analysis that can precisely describe the vertical deformation behavior of the rubber bearing.