Books About Starting Middle School

The Best Starting Middle School Books for Kids

Looking for excellent children's books about starting middle school? This collection brings together Bookroo's highest-rated and most useful picks in one place.

Start with our editorial favorites, then browse recommendations organized by reading stage to find the right book for your reader.

The Shortlist

Our 4 Favorite Books About Starting Middle School

Report to the Principal's Office
Sale price
$474
Chapter Book · Ages 9–12 · 1991

Report to the Principal's Office

By Jerry Spinelli · Book #1 in the School Daze series

Four sixth graders face chaos on their first day, leading them to the principal's office.

144 pages· 25,419 words· Est. 3 hour read
3.7 Goodreads · 949 ratings
$4.99Save 5%
Mass Market Paperback
Summary: At Plumstead Middle School, Sunny aims for suspension, Eddie's fitting-in plan fails, Salem craves drama, and Pickles is just being himself. Their antics land them in the principal's office. What chaos will unfold next?
Mack McGinn's Big Win
Sale price
$958
Chapter Book · Ages 10–14 · 2007

Mack McGinn's Big Win

In a family of champions, an eleven-year-old runner sets out to prove he is a winner too.

192 pages· 33,121 words· Est. 3.5 hour read
4.0 Goodreads · 32 ratings
$9.99Save 4%
Paperback
Summary: Mack McGinn comes from a family of winners: a football-hero grandfather, a soccer-star dad and an older brother with a shelf full of trophies. Now at middle school, Mack is getting faster and taking tips from his best friend's dad, a top soccer coach. If he can stay focused on the track, avoid the creepy neighbor and survive his brother, he might make his family proud on Danville Day.
Jojo vs. Middle School
Sale price
$1797
Chapter Book · Ages 8–12

Jojo vs. Middle School

Four girls navigate the chaos of middle school, facing awkward moments and unexpected friendships.

192 pages· 30,534 words· Est. 4.5 hour read
4.1 Goodreads · 165 ratings
$18.99Save 5%
Hardcover
Summary: Jojo's meticulously planned first day of middle school spirals into chaos when a kitten-induced wardrobe malfunction exposes her to the entire school. Hiding in an abandoned locker room, she discovers she's not alone in her embarrassment. As Jojo and three other girls bond over their disastrous starts, they form a pact to tackle the ups and downs of middle school together. Can friendship turn their cringe-worthy moments into unforgettable adventures?
Herobrine Goes to School
Sale price
$759
Chapter Book · Ages 7–12 · 2015

Herobrine Goes to School

Herobrine navigates middle school in the human world. Chaos ensues.

110 pages· 11,485 words· Est. 1.5 hour read
4.5 Goodreads · 1,256 ratings
$7.99Save 5%
Paperback
Summary: Herobrine, the legendary Minecraft figure, steps into the human realm and enrolls in middle school. As he tries to blend in, his supernatural antics stir up chaos and hilarity. Can he survive the trials of human adolescence, or will his true nature be revealed? Dive into this whimsical adventure to discover the unexpected challenges Herobrine faces in a world unlike his own.
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