Freddy and his first-grade classmates visit an apple orchard and participate in a search for a hidden apple in the trees, but Freddy worries Max Sellars is going to cheat so he can win the five dollar prize.
When first-grader Freddy decides to try out for peewee hockey, his archenemy and school bully Max decides to also try out for the one slot left on the team.
Freddy cannot wait for Christmas because this year his cousins, twin sisters Kelly and Kasey, are coming to visit, but when the girls arrive, things start to get a little crazy.
Unhappy to be the only one in his class who still has not lost a tooth, first-grader Freddy tries to find a way to expedite matters but then is faced with another problem.
Freddy decides to bake one hundred cookies for the one hundredth day of school celebration, but his father accidentally eats one and then Freddy has to come up with another idea at the last minute.
Freddy's first grade class is having a Thanksgiving play and Freddy is hoping for a cool part. Will he get to be an Indian? Or will Thanksgiving end up being nothing but big trouble onstage?.