Miss Clavel puts the girls to bed after a wonderful day at the fair and discovers that Madeline are her friend Pepito were left behind. The Gypsy Mama rescues them from the ferns wheel and makes them a pan of their travelling circus. Madeline and Pepito send a postcard to Miss Clavel and she trails them to the city on the postmark. The Gypsy Mama, afraid to lose the children, dresses them as a lion and they search about for someone to help remove...

Madeline falls into the Seine and is rescued by a courageous dog. The girls take home the collarless mutt and name her Genevieve. Lord Cucuface, the President of the Board of Trustees, insists that dogs are not allowed in the convent and his chauffeur takes Genevieve away. Miss Clavel and the girls search the streets of Paris for her but return to the convent disappointed and disheartened. Miss Clavel investigates a noise in the night - it's Genevieve!...

The Spanish Ambassador and his family move into the house next to the convent. The son, Pepito, proves to be what Madeline calls "a bad hat"; an ill-mannered, mischievious braggart. One day, Pepito offers a cat to a pack of excited dogs and is hurt in the ensuing chaos. Madeline and Miss Clavel rescue him and Pepito vows to mend his ways. Pepito the angel is bothersome too - he frees the animals at the zoo! Madeline helps to put them back and they...

Madeline's country cousin Andre comes to town. Everyone thinks he's nothing more than a bumpkin with phenomenal gardening skills until, with Madeline's encouragement, he saves the day at the big soccer match.

The girls are looking forward to a big costume bash at Pepito's house. But a week or so before the festivities they all come down with chicken pox and are quarantined in the Old House. Then, when Dr. Cohn declares that they have recovered just in time for the party, Madeline helps everyone create costumes that incorporate their remaining "spots".

At the Old House - and all over the neighborhood - people's hats, gloves and scarves are missing. Madeline and Pepito work with Detective Moreau to find the perpetrators, then finally discover that the "thieves" are some altruistic magpies who are distributing the warm clothes to the homeless in the park.

Madeline, Pepito and the girls visit Miss Clavel's aunt and nephew in their Alpine chalet. The trip is laden with adventure - from skiing and skating to an abominable snowman sighting. Later, when the group is trapped in the chalet by a terrifying avalanche, it is Madeline's spirit and ingenuity that saves the day.

While on holiday in New York, the girls and Pepito attend a Yankee game, and Madeline catches the first home run ball of the season. A millionaire "rewards" Madeline by giving her the Brooklyn Bridge. Madeline is thrilled until a truck spills peanuts, popcorn and other snacks all over the roadway, causing the detained motorists to become irate. Madeline is given hero status when she donates the bridge to the city, and the girls are equally revered...

Lord Cucuface takes the girls and Pepito on a yacht trip, and excludes the girls when he teaches Pepito sailing techniques. But it is Madeline's skill that saves the day when she and Pepito capsize on an island populated by "pirates" (who turn out to be harmless actors, but terrifying nonetheless).

Madeline is "discovered" by a Hollywood director and is transported to California for her motion picture debut with her idol, Sugar Dimples. But Sugar turns out to be a spoiled brat and it is up to Madeline to teach her that true friendship is more valuable than fame and stardom.