If Pippi flipping pancakes on the floor at Villa Villekulla, trading tall tales, and outwitting the circus Strong Man made you grin, you’ll love the everyday hilarity of Ramona the Pest. Ramona’s kindergarten capers—like pulling Susan’s perfect curls, chasing Davy during "seat work," and testing every grown‑up rule—deliver that same gleeful, rule-bending humor that Pippi brings to schoolrooms and town squares.

If you adored Pippi’s life with Mr. Nilsson and the horse on the porch—and how her openhearted antics pull Tommy and Annika into a wider circle—Because of Winn-Dixie hits the same sweet spot. Opal’s stray dog helps her befriend the town’s eccentrics—Miss Franny at the library, Otis in the pet shop, and Gloria Dump in her backyard—much like how Pippi’s menagerie and gold-coin generosity knit her neighborhood together.

If you liked how Pippi’s adventures unfold in sparkling episodes—thing-finder days, impromptu picnics, and surprise school visits—Finn Family Moomintroll offers that same vignette charm. The Moomins stumble upon the Hobgoblin’s hat, watch ordinary things turn fantastical, and host odd guests like Thingumy and Bob—echoing Pippi’s delightful, consequence-light capers around Villa Villekulla.

If Pippi lifting her horse, pranking pompous adults, and walking into school only to topple every expectation thrilled you, Matilda will, too. Matilda’s clever pranks on Miss Trunchbull—superglue in the hat, the chalkboard message—mirror Pippi’s spirited takedowns of bullies and busybodies, while her bond with Miss Honey echoes the kindness Pippi shows to Tommy and Annika.

If Pippi’s free-spirited independence at Villa Villekulla and the way she folds Tommy and Annika into her life warmed you, Anne of Green Gables offers a kindred joy. Anne’s scrapes—dyeing her hair green, smashing a slate over Gilbert, serving currant wine instead of cordial—deliver that same exuberant, big-hearted chaos, while her friendships create the found family that Pippi builds in her own sun-bright way.