The game has both arcade-style minigames and simple adventure game aspects. It is incredibly easy to progress through the game, and if the player fails a challenge, the game will allow them to continue anyway. The vast majority of the game is found in the board game section, where Pooh explores the 100 Acre Wood and helps Christopher Robin and his friends through different problems. As the player completes different parts of the adventure, they are stored in Pooh's bookshelf in his house which the player can review at any time.
The mini-games found inside of the game are similar to Game & Watch, and are mostly simple tasks that the player can easily complete. These include a Simon Says-style game where the player follows Pooh's prompts, and a mini-game where the player must collect falling acorns for Piglet.[