A powered snowboard having a drive assembly mounted thereon, the drive assembly including a frame, a track assembly having a track suspended over multiple wheels, the track assembly being supported in the frame such that it is able to travel in a vertical direction as well as pivot about an axis, and a motor operatively engaged with the track such that it drives the track thus propelling the snowboard. A cutout is formed in the snowboard through which the track assembly engages the snow or ice below the snowboard, and the track assembly is biased against the snow or ice to maintain a constant contact with the snow or ice during use.