It’s couples game night and the gang has a hard time finding a fun game everyone finds interesting. London tries to play a prank on Woody and it results in the release of a crate full of snakes. Meanwhile, Cody tries to prove he can be funny to Bailey and Zack tries to get forgiven by Maya when she learns how many girls he has dated.
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.
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.
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.
After assigning the class to write their own play, Ms. Tutweiler selects Cody’s play to be presented in class. However, Bailey refuses to participate after realizing the play antagonizes her role in the break-up between her and Cody, forcing Cody to act as Bailey and Zack as Cody.
London’s magic mirror takes her to a Christmas past, present and future, and realizes something which may change her forever.
Cody goes to a scientific research facility in Antarctica, and Zack and Woody tag along to go snowmobiling. But after they arrive, the head scientist steals their snowmobile, stranding the boys at the facility, leaving them to find ways to survive until help arrives. Meanwhile, London’s favorite fashion designer comes on board to announce he’s quitting the business. She eventually tries to inspire him to find some new ideas for designs and come out of retirement.
Cody shows Woody’s sister around the ship. Meanwhile, London hires a double to do her chores, but she falls in love with Zack.
London and Woody go to a posh beach club for senior ditch day, but when the bouncer won’t let Woody in, London and Zack go without him. Meanwhile, in an effort to keep their perfect attendance records, Bailey and Cody show up for class, which annoys Ms. Tutweiller who was looking forward to her day off.
When the ship is docked in New Orleans, Mr. Moseby tells the tale of the ghost of Captain Entenille, whose old steamship, the Jessie Belle, sunk 150 years ago. His spirit makes contact with Zack, sending him on a mission to prove the sinking of the old ship wasn’t the captain’s fault. Meanwhile, London and Bailey try to help Moseby overcome his fear of performing in public.