Arnold is the cause of two birthday party's for Eugene being a big flop./Stinky feels that he is a failure at everything he does until Arnold helps him discover that he is the best pumpkin grower in town.
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After winning coupons to a fancy French restaurant, Helga attempts to prove to Arnold that she is more sophisticated than Lila. Helga is devastated when her patsy, Phoebe, is skipped to the 6th grade.
When the gang all decide that they are going to "moon" Principal Wartz, Arnold thinks that it's a bad idea, but ends up inadvertently getting caught and taking the blame. Olga comes to PS 118 to be a student teacher.
Sid gets in over his head when doing business with the local kid loan shark, Big Gino./Gerald's big brother, Jamie O, falls for a girl and suddenly turns nice to his kid brother.
When Arnold discovers that Oskar has been pretending to know how to read, Arnold confronts him./Big Bob pulls his back and cannot go to a very important meeting. Not knowing who else to send in his place, he asks Helga.
At a sleepover, Arnold and the boys sit around and tell scary stories. Wolfgang dares Arnold and the gang to break superstitions, which causes a spate of bad luck to erupt.
Big Bob gets a parrot which eventually gets on his nerves. He passes the bird on to Helga, who spills her emotions about Arnold to the bird. Arnold and Gerald decide to sell chocolate turtles to raise money for the club's ongoing go-cart project.
Arnold goes all out to win Lila's affection by taking her to the Annual Cheese Festival. Harold feels that he has gotten too fat, so he gets his parents to send him on a weight-off cruise.
Helga becomes the latest child fashion star and everyone loves her for her scowl and bad attitude. The gang finally gets sick of Arnold's never-ending good advice, so they all decide to stop listening to him all together.
When Arnold and Grandpa get into a fender bender with Helga and Big Bob, the typical argument of who's at fault ensues. After a confrontation at PS 118 between Rhonda and Patty, they both end up at the same finishing school.
Arnold and Gerald, and Grandpa and Gerald's Dad visit a Veteran's memorial. Both older men tell "tall" tales about their military exploits, which the boys find hard to believe.
Grandpa returns back to grade school so he can finally fulfill his dream of graduating. Mr. Simmons gives the class an assignment to couple up and take care of an egg over the weekend to learn teamwork and responsibility.
Arnold's weird cousin, Arnie, arrives for a visit and appears to be the biggest loser to everyone except Lila, the love of Arnold's life. Oskar's wife Susie agrees to watch her cousin's baby, also named Oskar.
Helga begins to sleepwalk and ends up walking to Arnold's house. The Fighting Families Contest has come to town and have selected two families: one from PS 118 and PS 119.
Arnold is saved from thugs by a mysterious, caped character named Monkeyman. Out on a field trip, Harold and Helga miss the bus and get separated from the rest of the class.
Grandpa's sister, Mitzi, shows up out of the blue to grace the boarding house with her presence./When Coach Wittenberg needs to form a synchronized swim team to save his job, he recruits Arnold, Gerald and the rest of the gang to compete.
When Helga realizes that Arnold is so taken by Lila because of her wit and charm, she decides that the only way to get Arnold to notice her is to be like Lila. Arnold helps Mr. Green run for the City Council.
Helga is recommended for counseling after Mr. Simmons observes her berating Arnold, arguing with her parents, etc. She learns that unrequited love is very normal and that she's actually okay.
Washed up balladeer Dino Spumoni fakes his own death in order to increase his record sales. Everyone believes he's dead and at the funeral, Grandpa and Arnold find out that Dino has left Arnold all his future record sales.
By complete coincidence, Arnold and Helga and family end up at the same beach resort for summer vacation.