Winnie the Pooh: Adventures in the 100 Acre Wood is an adventure game developed by NewKidCo and published by NewKidCo and Disney Interactive. It was released in North America in April 2000 for the Game Boy Color.

The game follows Winnie the Pooh as he interacts with other characters in the wood. Most of the game uses a board game structure, where the player rolls a dice and draws cards to move around on the map in an attempt to explore the wood. The game is aimed at a younger demographic and was designed to be simple. It was the first Winnie the Pooh game to be released on a video game console.