Doug discovers that though being Harry's best friend in Miss Mackle's second grade class isn't always easy, as Harry likes to do horrible things, it is often a lot of fun.
Follows the school activities of second-graders, Harry and Doug, as they participate in a secret mission to celebrate "Charlotte's Web, " learn how to make green slime, and put on a skit warning about the dangers of smoking.
It's almost summer vacation and the students in room 2B are having trouble concentrating on their butterfly project, until a frightening-looking new teacher comes to supervise the Suspension Room and Harry is sent there as punishment for unruly behavior.
Miss Mackle's third graders share December holiday traditions --Christmas, Hanukkah, Kwanzaa, Three Kings Day, and Korean New Year-- with each other and with Harry's great grandfather, who has just moved to a nursing home.
When fifth-grader Cam notices that the prizes for the most difficult game at the school carnival are rapidly disappearing, she uses her amazing photographic memory to investigate.
When Horrible Harry's pet cat, Googer, sneaks a ride and gets into the school building, third-graders Harry and Doug have to catch him before anyone else does, which means going into some forbidden places.