The effects of finite cylinder free end shape on the mean and fluctuating wind pressures were investigated experimentally and numerically by using three different roof shapes: flat, conical and hemispherical. The pressure distributions on the roofs and the side walls of the finite cylinders partially immersed in a simulated atmospheric boundary layer have been obtained for three different roof shapes. Realizable k-epsilon turbulence model was used for numerical simulations. Change in roof shapes has caused significant differences on the pressure distributions. When compared the pressure distributions on the different roofs, it is seen from the results that hemispherical roof has the most critical pressure field among the others. It is found a good agreement between numerical and experimental results.