If you're successful in guessing what the picture is, then you can "roll" a virtual die, to decide how many spaces you may move along the "board".
If you play in teams of two or more, then a "designated drawer" is chosen, and instead of the computer drawing a picture, you yourself draw a picture of something the computer has pre-decided upon (for example, 'snowmobile') using the controller, and if it is correctly guessed, the user must use the honor system to tell the game whether or not the answer was guessed correctly.
If your team guesses correctly, you may roll the virtual die, and proceed that number of spaces down the board.
If no one wins, then play moves on to the other team's designated drawer, and a new round begins.
Nintendo Power gave Pictionary a score of 3.5/5 for graphics and sound, 2.7/5 for play control, 3.1/5 for challenge, and 3/5 for theme and fun.