Books About The First Day Of School · 234 titles considered

The Best The First Day Of School Books for Kids

Looking for excellent children's books about the first day of 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 10 Favorite Books About The First Day Of School

Sale price

$1734

Chapter Book · Ages 7–10 · 1997

The New Kid at School

By Kate Mcmullan (Author/Illustrator), Bill Basso (Illustrator) · Dragon Slayers' Academy series

A young boy named Wiglaf enrolls in Dragon Slayers' Academy to learn how to slay dragons and bring home treasure.

112 pages· 10,090 words· Est. 1.5 hour read

6.3/7 Bookroo experts·3.8/5 Goodreads · 2,302 ratings

$18.25Save 5%

Summary: Wiglaf's life takes a wild turn when a minstrel predicts his heroic future. Enrolling at the Dragon Slayers' Academy, he faces a daunting challenge: his aversion to blood. As he navigates this perilous path, Wiglaf must confront his fears and discover if he truly has what it takes to become a dragon slayer. Will he rise to the occasion or crumble under the pressure? Join Wiglaf on his journey filled with unexpected twists and humorous encounters at the academy, where every student has a secret and a dream.

Sale price

$574

Chapter Book · Ages 6–9 · 2007

How Not to Start Third Grade

By Cathy Hapka, Ellen Titlebaum, Debbie Palen (Illustrator)

A boy navigates the challenges of starting a new school year with his energetic and mischievous little brother by his side

48 pages· 1,715 words· Est. 20 min read

4.1/5 Goodreads · 456 ratings

$5.99Save 4%

Summary: Will's excitement for third grade is overshadowed by his little brother Steve's kindergarten debut. Chaos ensues as Steve's antics bring unexpected challenges and embarrassing moments. Can Will survive the school year with his troublesome sibling in tow? Discover the hilarious trials of brotherhood and school life in this engaging tale for young readers.

Sale price

$674

Chapter Book · Ages 7–9 · 2012

Heidi Heckelbeck Has a Secret

By Wanda Coven, Priscilla Burris (Illustrator) · Book #1 in the Heidi Heckelbeck series

A young girl navigates her first day of school and discovers she has magical powers

128 pages· 4,680 words· Est. 52 min read

4.1/5 Goodreads · 1,745 ratings

$6.99Save 4%

Summary: Heidi Heckelbeck, an eight-year-old witch in disguise, faces her first day at Brewster Elementary. Bullied by Melanie, Heidi's day turns sour. But with her Book of Spells and a special medallion, she might just have the magic to turn the tables. Can Heidi balance her secret powers with the challenges of school life, or will her magic cause more trouble than it's worth? Dive into Heidi's enchanting world where a little magic might just solve her biggest problems.

Princess Posey and the First Grade Parade

Sale price

$1248

Chapter Book · Ages 5–8 · 2010

Princess Posey and the First Grade Parade

By Stephanie Greene, Stephanie Sisson (Illustrator) · Book #1 in the Princess Posey, First Grader series

A first grader faces her fears without her magical tutu. Can she find courage within?

96 pages· 2,627 words· Est. 30 min read

4.1/5 Goodreads · 843 ratings

$12.99Save 4%

Summary: Posey dreads her first day of first grade, especially without her confidence-boosting tutu. Alone, she must brave the daunting Blue Hall. But when she inspires a parade where kids wear what comforts them, school suddenly seems less scary. Will Posey discover her inner strength and charm her way through this new adventure?

Sale price

$574

Picture Book · Ages 5–8 · 2014

Little Lucy Goes to School

By Ilene Cooper

A curious beagle explores school, searching for her friend. Can she find him?

48 pages· 928 words· Est. 8 min read-aloud

4.1/5 Goodreads · 175 ratings

$5.99Save 4%

Summary: Lucy, the adventurous beagle, is determined to discover what her friend Bobby does at school all day. When she gets the chance to visit, she embarks on a playful journey through the lunchroom and library. But will her curiosity lead her to Bobby, or will she get lost in the excitement? Join Lucy on her delightful quest and see if she can reunite with her friend in this charming tale perfect for young independent readers.

Sale price

$674

Chapter Book · Ages 6–9 · 2012

Trouble at Trident Academy

By Debbie Dadey, Tatevik Avakyan (Illustrator) · Book #1 in the Mermaid Tales series

Two mermaid friends navigate the challenges of school and friendship in an underwater city

112 pages· 6,257 words· Est. 1 hour read

3.9/5 Goodreads · 709 ratings

$6.99Save 4%

Summary: Shelly Siren, a nervous mermaid, faces her first day at Trident Academy. Amidst smart, pretty classmates, she finds comfort in her friend Echo. But when a school assignment sparks a rift, troublemaker Pearl escalates the tension. Can Shelly navigate these underwater challenges and mend her friendship with Echo? Dive into a world of mermaids, mischief, and the quest for belonging.

Sale price

$574

Chapter Book · Ages 7–9 · 2000

Judy Moody Was in a Mood

By Megan McDonald, Peter H. Reynolds (Illustrator) · Judy Moody series

Judy Moody faces third grade with a bad mood and a unique class project.

176 pages· 11,142 words· Est. 2 hour read

4.0/5 Goodreads · 19,044 ratings

$5.99Save 4%

Summary: Judy Moody starts third grade in a terrible mood, dreading her new classroom and seating arrangement. With a passion for medicine and a quirky collection of Band-Aids, Judy's individuality shines. When Mr. Todd assigns a special project, Judy's creativity is unleashed. Can this project turn her mood around and reveal her true self? Dive into Judy's world of humor and attitude as she navigates school challenges and discovers the power of self-expression.

Sale price

$474

Picture Book · Ages 5–8 · 1998

Little Witch Goes to School

By Deborah Hautzig · Book #3 in the Little Witch series

A young witch must be bad to attend school. Will she succeed or cause chaos?

48 pages· 1,352 words· Est. 11 min read-aloud

4.0/5 Goodreads · 225 ratings

$4.99Save 5%

Summary: Little Witch dreams of joining her friends at school, but her mother insists she learn magic at home. When Mother Witch finally relents, it's with a peculiar condition: Little Witch must be as naughty as possible. As she navigates broomstick rides and magical mishaps, will Little Witch manage to fit in, or will her attempts at mischief lead to unexpected chaos? Dive into a world of mixed-up magic and quirky humor in this enchanting tale of schoolyard adventures and witchy challenges.

Sale price

$1544

Picture Book · Ages 4–6

Dancing Dinos Go to School

By Sally Lucas, Margeaux Lucas (Illustrator) · Dancing Dinos series

Dinosaurs spend their day playing, learning, and having fun in school.

32 pages· 120 words· Est. 1 min read-aloud

4.0/5 Goodreads · 557 ratings

$16.25Save 5%

Summary: When a magical book opens in the school library, dancing dinosaurs leap out, turning a quiet classroom into a whirlwind of musical chaos. Can the kids restore order before it's too late? Join the fun in this rhyming adventure perfect for young readers eager to explore the world of words.

Sale price

$474

Picture Book · Ages 4–6 · 2020

Little Critter Goes to School

By Mercer Mayer · Little Critter series

First day of school adventure with new friends and surprises.

32 pages

4.1/5 Goodreads · 147 ratings

$4.99Save 5%

Summary: Little Critter embarks on his first school day, filled with excitement and nerves. As he boards the bus, meets his teacher, and makes new friends, each moment is a step into the unknown. Will he find his place in this new world? Perfect for young readers, this story captures the thrill and challenges of starting school, using simple words and engaging illustrations to guide children through Little Critter's journey. Discover the joys and surprises of a new beginning with Little Critter!

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The First Day Of School Board Books for Babies & Toddlers

Sturdy, inviting books about the first day of school for the youngest readers and listeners.

Sale price

$899

Chu's First Day of School

Ages 3–6 · 2014

Chu's first school day brings nerves and a big sneeze. What will happen?

Sale price

$999

Pete the Kitty's First Day of Preschool

Ages 0–4 · 2019

Pete the Kitty's first day of preschool is full of surprises and fun.

Sale price

$899

Rosie Goes to Preschool

Ages 2–5 · 2015

Navigate preschool's first day with confidence and ease.

Sale price

$899

Hello, World! School Day

Ages 2–5 · 2023

Discover the excitement of a first school day in a welcoming classroom.

Sale price

$999

Otto Goes to School

Ages 2–4 · 2005

A first day at school brings unexpected lessons for Otto.

Sale price

$799

Hello Preschool!

Ages 1–3 · 2021

Discover the wonders of preschool through exciting first experiences.

Sale price

$799

Little Pups in Big Trucks

Ages 0–3 · 2022

Sale price

$699

Open the Preschool Door

Ages 0–3 · 2019

Discover preschool wonders behind every flap.

Sale price

$599

Spot Loves School

Ages 3–5 · 2008

Spot's first school day is full of fun and new friends. Will he want to return tomorrow?

Sale price

$599

The Itsy Bitsy School Bus

Ages 2–4 · 2018

The itsy bitsy school bus embarks on a playful first day adventure at school.

View all the first day of school board books

Browse by age

The First Day Of School Picture Books

Illustrated read-alouds about the first day of school for preschool and elementary-age readers.

Sale price

$1799

The Proudest Blue

Ages 4–8

Two sisters navigate their first day of school with one of them wearing a hijab for the first time.

Sale price

$1899

The Kissing Hand

Ages 3–8 · 1993

A young raccoon learns to cope with going to school for the first time.

Sale price

$1799

Gibberish

Ages 4–8 · 2022

A young boy named Dat navigates a new environment where everyone speaks a language he doesn't understand.

Sale price

$1899

We Don't Eat Our Classmates

Ages 3–5 · 2018

A young T. rex named Penelope starts school and learns that it's not acceptable to eat her classmates.

Graphic Nov.

Sale price

$1899

Home in a Lunchbox

Ages 4–8 · 2024

A young immigrant finds comfort and belonging through familiar meals in a new world.

Sale price

$1999

Mr. S

Ages 4–8 · 2023

A missing teacher, a mysterious sandwich, and chaos in kindergarten. Who is Mr. S?

Sale price

$1699

Isabel and Her Colores Go to School

Ages 4–8 · 2021

New school, new language, new ways to connect.

Sale price

$1699

Go to School, Little Monster

Ages 2–5 · 2015

Little Monster faces first-day school jitters and forgotten lunch. Can he find friends and fun?

Sale price

$1899

That's Not My Name!

Ages 3–5 · 2022

A young girl struggles to get her classmates and teachers to pronounce her name correctly on her first day of school.

Sale price

$1799

Clover Kitty Goes to Kittygarten

Ages 4–8 · 2020

A sensory-sensitive kitty faces the chaos of kittygarten.

Sale price

$1899

My Name Is Yoon

Ages 4–8 · 2003

A girl navigates identity and belonging in a new country through the power of names.

Sale price

$1899

School's First Day of School

Ages 4–8 · 2016

A school building narrates its first day of operation and its interactions with students and staff.

View all the first day of school picture books

Browse by age

The First Day Of School Chapter Books & Middle Grade

Longer stories about the first day of school for developing and independent readers.

Sale price

$1799

Last Meeting of the Gorilla Club

Ages 8–12 · 2019

Josh's imaginary friend reappears, but can Lucas see him too?

Sale price

$799

Back to School, Mallory

Ages 7–11 · 2004

New school, new challenges. Can Mallory find her place?

Sale price

$799

Emmy in the Key of Code

Ages 8–12 · 2019

New girl Emmy finds harmony in coding and music, but secrets threaten her newfound rhythm.

Sale price

$599

The First Day of School Mystery

Ages 7–10 · 2002

A teacher's arrest on the first day of school sparks a mystery only Cam Jansen can solve.

Sale price

$2565

Drat! You Copycat!

Ages 6–9 · 2003

A wish gone awry turns Katie into someone else. Can she navigate friendship and identity?

Sale price

$599

Knowledge Is Power

Ages 8–11 · 2004

Sixth grade looms with unexpected challenges. Can Abby navigate the changes?

Harry Versus the First 100 Days of School

Sale price

$1799

Harry Versus the First 100 Days of School

Ages 6–8 · 2020

A first grader navigates the ups and downs of the first 100 days of school.

Graphic Nov.

Sale price

$999

Mr. Wolf's Class

Ages 7–10 · 2018

A young girl navigates her first day of school, making new friends and getting into humorous misadventures along the way.

Sale price

$399

The Littles Go to School

Ages 9–12 · 1983

Tiny siblings embark on unexpected school adventures from a gerbil cage.

Graphic Nov.

Sale price

$1499

Supers

Ages 7–10 · 2015

Three siblings with secret powers navigate a new school while hiding from discovery.

Back-to-School Fright from the Black Lagoon

Sale price

$3422

Back-to-School Fright from the Black Lagoon

Ages 7–9 · 2008

Can Hubie outsmart the clock and extend his summer vacation?

Sale price

$799

It's the First Day of School...Forever!

Ages 9–12 · 2011

Artie's first day of school repeats endlessly. Can he break the cycle?

View all the first day of school chapter books

Keep exploring

Books about new experiences Books about dance Books about dinosaurs Books about dragons Books about facing fears Books about habits and behavior Books about mermaids Books about sea creatures

Our 10 Favorite Books About The First Day Of School

Great books, picked for their age.

The First Day Of School Board Books for Babies & Toddlers

The First Day Of School Picture Books

The First Day Of School Chapter Books & Middle Grade

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