This paper describes an ongoing design project that aims to trigger children involving in more outdoor activities by playing with intelligent playground. Our claim is that by changing the interactive game mode gradually from fixed to random would encourage children to be more active in exploring, learning and creating their own way of playing. Through the iterative design methodology, the initial prototype called "Step on me" was developed for children age from 6 to 9 to play with. This prototype represented a unit of the real scale playground. It applied a grid of LED-filled cubes that reacts to the movements in different ways. Children were expected to play alone or in groups with different game modes. By observing how users behave on the platform, to what extent could the children learn actively in interactive and limited-instruction environments would be the main topic to discuss. Play patterns from them would be incorporated into the next iteration of the design.