Penny Crayon and her friend Dennis visit the Tower of London so they can work on a report about it. But when two robbers attempt to steal the Crowned Jewels, Penny and Dennis must draw up a plan to distract them.
A circus has come to town, but Penny's friend Dennis doesn't believe everything about the circus having wild animals in it. When a hungry lion escapes from the city zoo, will Penny and Dennis save the day?
Penny has won first prize in an art contest - free tickets to go to an amusement park. She decides to take Dennis with her to the park and ride on everything for free.
Penny and her class go on a trip to the Wax Works Museum where a famous soap opera star is to reveal a wax sculpture of herself. Penny and Dennis get separated and accidentally break one of the statues.
Penny and Dennis are to come up with a pantomime performance for their school. They decide to do one about Cinderella. But when Penny draws up a fairy godmother for the performance, she mistakenly casts Penny and Dennis in the wrong story.
Penny introduces Dennis to her uncle Max, who claims to be a magician but is a bit out of practice. When an estate agent tries to put Uncle Max's house up for sale, Penny comes up with a plan to make her uncle's house into a haunted house.
Bored with school work, Penny decides to draw something exciting. But when her drawing comes to life, she and Dennis find themselves in a daydream similar to that of Alice in Wonderland...mixed in with Greek mythology characters.