The flow regimes of free overfall in a vertical drop pool can be mainly classified into skimming, nappe and periodic oscillatory flows depending upon different discharges and pool dimensions. A very interesting phenomenon is lots of air entrained into the water flow as little foam or bubbles during the oscillatory process. In addition, investigation of distributions of pressures and shear stress acting on the solid surface is another important concern for the design strength of such hydraulic structure. In this study, the Navier-Stokes simulations are implemented to investigate the effect of various plunge pool lengths on the flow conditions with a fixed subcritical approach flow. To characterize the flow regimes of flow over a drop pool, special attention is given to the air-entrainment translation and the pressure with shear-stress distribution along the pool bottom and the sill surface.