The gang all have dreams of being characters in three different fairy tales; Hansel and Gretel, Snow White, and Jack and the Beanstalk.

When Mr. Moseby leaves to go to a reunion, Zack and Marcus decide to throw a party on the sky deck with models. Janice and Jessica, from the Boston Tipton, come aboard the ship as models and while Janice tries to draw Zack's attention, Cody believes Bailey is jealous of Jessica. Meanwhile, to distract the modeling agent from discovering the party, Woody pretends to be a male model named Woodlander.

While producing a news show for Ms. Tutweiller's class, each of the kids find their own set of problems. Zack and Bailey clash as co-anchors, Cody makes a shocking discovery linked to London during his investigative reporting, Kirby reminisces about the good ole days, while London is having trouble with the green screen.

London offers to take Bailey to Kettlecorn to celebrate her grandmother's 90th birthday, but when their blimp malfunctions they are forced to drive the rest of the way. Elsewhere, Zack, Cody, and Woody challenge Mr. Moseby and his brother, who is visiting with his teammates, to a game of basketball, that is until they learn his brother is NBA star Dwight Howard. Meanwhile, Cody is unsure of where or why Bailey has gone to and laments her absence, until he discovers that she went to her family farm. He decides to go there to ultimately win her affections back.

Cody arrives in Kettlecorn and is surprised to see that Moose is also there to get Bailey back. A tornado approaches and everyone evacuates into the Pickett's storm shelter. As the tornado hits, Bailey is knocked out and dreams that she is Dorothy Gale and is trying to find her way back home through the Land of Oz. As Bailey unwittingly re-enacts the story of The Wonderful Wizard of Oz, she encounters Moose as the Scarecrow, Cody as the Tin Woodman, Woody as the Cowardly Lion, Zack as a Flying Monkey, London as Glinda the Good Witch and the Wicked Witch of the West, and Mr. Moseby as a Munchkin. She wakes up from her dream and has to decide between Moose and Cody.

The group starts rebuilding Kettlecorn after the tornado, but they continue to struggle to pay off the damage. As a result, London's father, Mr. Tipton arrives (who finally reveals himself) to discuss aiding their monetary costs. Meanwhile, Zack, Woody, and Mr. Moseby attempt to sneak into Kettlecorn with a Search and Rescue team.