Jesse McCartney checks into the Tipton Hotel and Maddie, London, and Zack break into Jesse's room. Zack collects discarded items belonging to Jesse, so he could sell them. Cody enters a science fair, and receives help from Arwin.

Zack borrows money from a guest named Maynard to play video games, but starts to fear him when he can't pay it back. Cody enters a spelling bee. London and Maddie help a homeless family.

Cody gets Zack a job at the school newspaper for the advice column since the previous person quits. When a girl he likes asks for advice, Zack tells her secretly to ask him out. So she does. But when she finds out about him giving the advice, Zack is in for a load of trouble. London can't sleep and Maddie, Mr. Moseby & Esteban try to help her sleep.

Zack and Cody convince Mr. Moseby to open a club for kids in the hotel's lounge in which they would manage. London has her own line of cosmetics in which she needs help coming up with a name for it.

Zack and Cody go on a double date to a miniature golf course. Zack tries to impress his date, Ella, but things backfire on him. Cody and his date, Barbara Brownstein, have an intellectual attraction. London joins a bookclub with her rich friends much to Maddie's amazement. Carey tries to become a more healthy-living person.

Cody is graduating from 8th grade as class valedictorian. But Zack is horrified to learn that he has to attend summer school and tries to hide it from his parents. Meanwhile, Maddie becomes a camp counselor at a run down facility with less than ideal girls under her wing.

Cody Martin is currently with Barbara, durring music class there is a famouse Russian violinist Sergie, and he starts flirting with Barbara. One of the classmates starts a rumor that states that Barbara and Sergei are moving back to Russia and are going to sell llamas, cody gets extremely jelous.

Zack and Cody each invite a girl over to their dad's empty apartment. Meanwhile, London teaches Esteban how to act rich because his family has seized power in his native country.

Zack and Cody befriend Travis, a kid whom they rope into helping them impress their dates. They then bail on Travis and go out with their dates, but lets Travis go with the girls instead. Maddie finds a stranger's phone whom she thinks is her crush (because she and the stranger have many of the same interests, which she found out on the lost phone). At the end, the owner of the phone was an old man, but Maddie takes an interest in the old man's grandson.

Zack tries out for the high school basketball team but realizes there's some stiff competition, the kind he didn't face in middle school, and worse yet, the giant, in-your-face Coach Little (Michael Clarke Duncan). Meanwhile, when they're rejected as cheerleaders, Cody and London form their own cheerleading squad with the help of Mr. Moseby.