We study the vertical impact of a droplet onto a cubic pillar of comparable size placed on a flat surface, by means of numerical simulations and experiments. Strikingly, during the impact a large volume of air is trapped around the pillar side faces. Impingement upon different positions of the pillar top surface strongly influences the size and the position of the entrapped air. By comparing the droplet morphological changes during the impact from both computations and experiments, we show that the direct numerical simulations, based on the Volume of Fluid method, provide additional and new insight into the droplet dynamics. We elucidate, with the computational results, the three-dimensional air entrapment process as well as the evolution of the entrapped air into bubbles.