A caster wheel assembly includes a wheel mounted for rotation about a horizontal axis within a wheel carriage such that the wheel rotates about the horizontal axis with respect to the wheel carriage. The wheel carriage is positioned within a retention ring such that the wheel carriage can rotate about the vertical axis with respect to the retention ring. The wheel carriage also has an opening on the bottom surface such that the wheel can make contact with the ground. The horizontal axis about which the wheel rotates is offset from the vertical axis about which the wheel carriage rotates. An outer carriage may be included such that the outer carriage is positioned within the retention ring and the wheel carriage is positioned within the outer carriage. The outer carriage would be able to rotate about the vertical axis with respect to both the retention ring and the wheel carriage.