The game plays as a physics puzzle game in which the goal is to wake up Mr. Box, a person made out of a square block. Mr Box keeps falling asleep wherever he is places and it is your job to wake him up. Push him, pull him or tip him over. Whatever you need to do to jostle him awake. The game might be the fifth in the Wake Up the Box game series, but that is only if you don't count spin-offs like Wake the Royalty.
The core gameplay mechanic of drawing your own wooden shapes that will interact with the objects and devices in the level is continued from Wake Up the Box 4. It is even made simpler and (slightly) expanded upon. Like before, in order to draw, hold down the left mouse button and draw a shape. What is new is the three drawing modes you can easily switch between. There's one mode for drawing freehand, one for drawing straight lines and one that makes perfect circles. To make the puzzles more of a challenge, only when you draw within the striped area can your creations become a wooden object. Drawing around the small rotating circle devices will make whatever you draw rotate one way or the other depending on which side is heavier. If your crafted block doesn't work, you can hold Ctrl while you click on it to have it disappear. There are no limits to how many objects you can create on each level.
The game has 30 levels for the player to solve and it revolves around creating the perfect objects to solve your puzzle. The game may require some timing when placing the objects and occasionally when removing objects. You create as many wooden objects as you require and let physics do the work to knock or shake Mr. Box awake. There is a bar of Zs which shows just now much Mr. Box has been jostled and you have to fill this bar to wake him up. Your goal is to wake him up by pushing him, pulling him or tipping him over. You can create your own seesaws, falling blocks or make more elaborate contraptions. There may be strange shapes that you need to draw that you may never have considered a proper shape before. The game introduces new devices on the levels, such as trampolines which the objects bounce off and rockets which when attached to a wooden object will propel it in one direction.
The game uses the User Level system to allow players to share their level solutions. You can view how other people solved a level, rate solutions, or share your own with other players.