Boots has a hole in his boot, so Dora decides to take him to get it fixed. Along the way, they run into their friends with other items that have holes in them, so they take them along.

Dora and Boots are playing on a baseball game today, Boots is good at throwing and catching the ball, but he cannot hit ball no matter how he tries. Boots is planning to hit the ball for the first time and win the game, so everyone will cheer for him. Dora and Boots had to get to the baseball game by going through The Troll Bridge, across Pitcher's Pond, and to the Baseball Game.