You will get this at the end of CHAPTER 2, the scene called PLAYOFFS.
When you get to the stadium, proceed through the locker rooms under the stadium until you get to the right side of the stadium. Now instead of proceeding to save the guy you're supposed to save, continue upwards to the structures high above the arena. The handheld can be found at the end of the walkway.
To play the gae, you can press X right when you first find the handheld or you can access it any time from the main menu of the game. Playing the game is simple and getting a high score should be no problem. You need to get over 30 points.
Once you get the score, you can quit out of the game. The achievement will unlock when you return to the main game/handheld selection menu.