The most recommended first day of school books

Who picked these books? Meet our 16 experts.

16 authors created a book list connected to first day of school, and here are their favorite first day of school books.
Shepherd is reader supported. When you buy books, we may earn an affiliate commission.

What type of first day of school book?

Loading...

Book cover of Mr. S: A First Day of School Book

Lee Edward Födi Author Of Spell Sweeper

From Lee's 5-year-old's 3 favorite reads in 2023.

Why am I passionate about this?

Author Dad Educator Traveler Maker of dragon eggs

Lee's 3 favorite reads in 2023

Plus, Lee's 5-year-old's favorite books.

Lee Edward Födi Why did Lee's 5-year-old love this book?

This book takes the concept of the first day of school and turns it into an imaginative and humorous romp.

From the under-the-flap and end-page artwork to the story within the story taking place through the classroom window, this book leaves nothing “on the table”—well, except the classroom teacher. Who is a sandwich? Yes, a sandwich.

By Monica Arnaldo,

Why should I read it?

1 author picked Mr. S as one of their favorite books, and they share why you should read it. This book is for kids age 4, 5, 6, and 7.

What is this book about?

Prepare for plenty of giggles as a kindergarten class arrives for their first day of school, but can't find their teacher-only a delicious-looking sandwich and the words "Mr. S" scribbled on the chalkboard. Chaos ensues as the kids argue whether or not the sandwich must be their teacher. A comical, first day of school book of mayhem and chaos by Monica Arnaldo, perfect fans of Miss Nelson Is Missing.

"This might be the funniest first-day-of-school book I've ever read." -Adam Rex, New York Times bestselling author of School's First Day of School

It was the first day of school.

But…


Book cover of The Pigeon Has to Go to School

Ethlie Ann Vare Author Of WOOF!

From my list on reads I wish were around when I was a kid.

Why am I passionate about this?

I’m a Boomer. I was expected to read books about well-behaved children (Fun with Dick and Jane, 1940) or happy animals (The Poky Little Puppy, 1942), or going to bed quietly (Goodnight Moon, 1947). Why do you think my cohort has so much love for Dr. Seuss? The Cat in the Hat (1957) was a brat, and kids love a brat. The rhymes were smart, and kids need smart. Today, I get to read books to my grandkids that have edge, and books that don’t talk down to them. They deserve it, they won’t settle for less, and it’s a hell of a lot more fun for me.

Ethlie's book list on reads I wish were around when I was a kid

Ethlie Ann Vare Why did Ethlie love this book?

Don’t Let The Pigeon Drive the Bus is the better known in this series of funny, adorably illustrated books, but I think Pigeon Has to Go to School really gets to the heart of why Pigeon is so beloved by kids: He embodies kid-ness.

He’s defiant and bratty and scared and anxious and excited and impatient and distractible and everything else that is lovable and crazy-making about your daughter/son/grandchild.

An easy read for young kids and fun to read to them.

By Mo Willems,

Why should I read it?

2 authors picked The Pigeon Has to Go to School as one of their favorite books, and they share why you should read it. This book is for kids age 3, 4, 5, and 6.

What is this book about?

Mo Willems' Pigeon is BACK in a hilarious story perfect for those about to start school or nursery.

"There is no such thing as a bad Mo Willems book" The Times

The Pigeon is about to get SCHOOLED. Do YOU think he should go?

Why does the Pigeon have to go to school? He already knows everything! Well ... almost everything. And what if he doesn't like it? What if the teacher doesn't like him? I mean, what if he learns TOO MUCH!?!


Book cover of Lena's Shoes Are Nervous: A First-Day-Of-School Dilemma

Jennifer E. Morris Author Of Much Too Much Birthday (Maud the Koala)

From my list on worried or anxious children.

Why am I passionate about this?

I am a children’s book creator and a parent. Raising an anxious child can be challenging. Events that many children find fun and exciting can be overwhelming and scary for your child. Seemingly small changes in their daily routine can throw some youngsters into a swirl of emotions that is upsetting to them and to those who love them. When I was searching for picture books to help the young worrier in my life, I looked for books that acknowledged their distressing feelings while giving them some strategies with which to cope with their overwhelming emotions. That premise became the theme of my Maud the Koala book series. 

Jennifer's book list on worried or anxious children

Jennifer E. Morris Why did Jennifer love this book?

Lena isn’t worried about the first day of kindergarten - but her shoes are. In this clever story we see various parts of Lena’s wardrobe taking on various personalities, possibly mirroring parts of Lena’s own personality. Her outgoing blue dress is ready for a new adventure, her friendly headband wants everyone to work together, of course, her fearful footwear wants to stay home. But when Lena threatens to wear her slippers to school, will her shoes muster the courage to march forward? A creative and witty book about facing your fears.

By Keith Calabrese, Juana Medina (illustrator),

Why should I read it?

2 authors picked Lena's Shoes Are Nervous as one of their favorite books, and they share why you should read it. This book is for kids age 4, 5, 6, and 7.

What is this book about?

In the tradition of School’s First Day of School, debut author Keith Calabrese and Pura Belpré Award winner Juana Medina share a sweet, universal story about a clever little girl whose shoes are nervous about the first day of school.

Today is a big day! Today, Lena starts kindergarten. She is very excited. But there’s just one problem…

Lena’s shoes are nervous.

Lena doesn’t want to miss out on her first day of school, but she can’t go without her favorite shoes! How can she convince them to be brave?


Book cover of It's Not a School Bus, It's a Pirate Ship

Charlotte Gunnufson Author Of Prince and Pirate

From my list on perfectly piratey storytimes.

Why am I passionate about this?

I’m the author of funny-bone tickling and heartwarming picture books, Halloween Hustle and Prince and Pirate. My newest book, Dream Submarine, is a lyrical bedtime story that blends fiction and nonfiction and invites young readers on a journey through the world's oceans (Candlewick, 2024). Language Arts teacher turned writer, I'm passionate about literacy and love visiting schools and libraries to connect with my favorite people—kids!  My books and all the perfectly piratey tales on this list are best when read aloud!

Charlotte's book list on perfectly piratey storytimes

Charlotte Gunnufson Why did Charlotte love this book?

When a little boy boards the school bus for the very first time, he’s terrified—until the bus driver whispers, “This isn’t a school bus, it’s a pirate ship!” I think it’s terrific when stories sweep readers in and invite them to use their imagination. Equally terrific is the way the characters join together to turn first-day jitters into a journey on the high seas. Illustrations, cleverly inspired by children’s artwork (which I love!), are the perfect partner for this kid-centric story

By Mickey Rapkin, Teresa Martínez (illustrator),

Why should I read it?

1 author picked It's Not a School Bus, It's a Pirate Ship as one of their favorite books, and they share why you should read it. This book is for kids age 3, 4, 5, and 6.

What is this book about?

In this follow-up to It's Not a Bed, It's a Time Machine, a young boy is worried about the bus ride to his first day of school. Who will he sit with on the bus? How will he make friends?

The bus driver knows the first day of school is intimidating, and she has a secret to share: This is not a school bus - it's a pirate ship! And its pirate crew has one motto: "All for fun and fun for all!"

The boy sets sail with his classmates on an epic adventure - making new friends and vanquishing…


Book cover of Moses Goes to School

Mara Rockliff Author Of Doctor Esperanto and the Language of Hope

From my list on picture books about languages.

Why am I passionate about this?

I am a children’s author best known for digging up fascinating, often funny stories about famous people—and forgotten people who deserve to be famous again. But only one of them inspired me to take up a whole new hobby: L. L. Zamenhof, creator of the international language Esperanto. Learning Esperanto turned out to be fun and easy. It helped me make friends all over the world, and got me interested in how language works.

Mara's book list on picture books about languages

Mara Rockliff Why did Mara love this book?

I haven’t seen a lot of picture books about children using American Sign Language (ASL), and I enjoyed the details of a day in a public school for the deaf and hard of hearing, although the book’s age (it came out in 2000) means the tech is somewhat out of date. While this book is not about Deaf culture, it does—like all the books on my list—give kid-friendly examples of the language it is introducing. I appreciated that the children are shown signing in ASL and not just fingerspelling English words, and that the author made some attempt to convey that ASL is its own language and that anyone who is fluent in both ASL and English is bilingual. Other titles in the series include Moses Goes to a Concert, Moses Goes to the Circus, and Moses Sees a Play. 

By Isaac Millman,

Why should I read it?

1 author picked Moses Goes to School as one of their favorite books, and they share why you should read it. This book is for kids age 5, 6, 7, and 8.

What is this book about?

A day at a school for the deaf is like a day at any school

Moses goes to a special school, a public school for the deaf. He and all of his classmates are deaf or hard-of-hearing, but that doesn't mean they don't have a lot to say to each other! They communicate in American Sign Language (ASL), using visual signs and facial expressions. Isaac Millman follows Moses through a school day, telling the story in pictures and written English, and in ASL, introducing hearing children to the signs for some of the key words and ideas. At the end…


Book cover of I Got the School Spirit

Brigita Orel Author Of The Pirate Tree

From my list on new beginnings.

Why am I passionate about this?

When I first started writing in English, which is my second language, I was reluctant to share my work with others. I was terrified they would find it lacking. It takes a lot of effort and research to write authentically for a foreign audience. I studied creative writing at different universities around the world to gain knowledge and experience. I published short stories and poems in online and print journals. Bit by bit, I gathered the courage to submit my first picture book manuscript.

Brigita's book list on new beginnings

Brigita Orel Why did Brigita love this book?

This picture book gives off such a positive feeling that it’s impossible not to let it fill you to the brim with excitement and joy. It’s perfect to read with children at the end of the holidays for a gentle but enthusiastic introduction to the new school year. It made me want to go back to school!

By Connie Schofield-Morrison, Frank Morrison (illustrator),

Why should I read it?

1 author picked I Got the School Spirit as one of their favorite books, and they share why you should read it. This book is for kids age 3, 4, 5, and 6.

What is this book about?

This exuberant celebration of the first day of school illustrated by award-winning illustrator Frank Morrison will have every kid cheering for school to begin!

Summer is over, and this little girl has got the school spirit! She hears the school spirit in the bus driving up the street--VROOM, VROOM!--and in the bell sounding in the halls--RING-A-DING! She sings the school spirit in class with her friends--ABC, 123!

The school spirit helps us all strive and grow. What will you learn today?

Don't miss these other exuberant titles:
I Got the Rhythm
I Got the Christmas Spirit


Book cover of Twinkle

Bobbie Hinman Author Of The Sock Fairy

From my list on children’s books about fairies.

Why am I passionate about this?

I have always been fascinated by fairies. I remember watching dragonflies in my backyard, convinced that they carried fairies on their backs. I hung pictures of fairies on my bedroom walls. I even moved my dollhouse furniture outside and set it up under a tree so the fairies would be comfy. This wasn’t as farfetched as it sounds when you consider that I grew up before the digital age and was always encouraged to use my imagination. When the movie Peter Pan was released, I fell in love with Tinkerbell. I’m convinced that all of this prepared me to become the writer of a series of fairy books. Who knew?

Bobbie's book list on children’s books about fairies

Bobbie Hinman Why did Bobbie love this book?

Young readers love books with bright colors and fanciful characters. They enjoy stories that are easy to understand, yet have an interesting plot. Katherine Holabird’s series, Twinkle, has it all. Twinkle is a feisty little fairy, impeccably illustrated, and lovable at first sight. In each book in the series, Twinkle solves a different troublesome issue, such as making it through her first day at fairy school, trying to remember her spells, and dealing with her new pet dragon. The vibrant illustrations add even more enjoyment to the stories. 

In addition to the Twinkle picture books, slightly older fairy-loving children will be delighted with the leveled readers that feature further adventures of the mischievous little fairy named Twinkle.

By Katharine Holabird, Sarah Warburton (illustrator),

Why should I read it?

1 author picked Twinkle as one of their favorite books, and they share why you should read it. This book is for kids age 1, 2, 3, and 4.

What is this book about?

From the author of the global success Angelina Ballerina comes the third book in this brand new series for all those who love fairies, friendship and pink!

Fairy Godmother gives Twinkle and her friends a pet each - and Twinkle gets a dragon! Scruffy is boisterous, greedy and full of energy. Twinkle knows that he will be the naughtiest pet at the Fairy Pet Day. But she loves him anyway and Scruffy proves that he can be a good dragon, if he really wants to be!

Illustrated by the bestselling illustrator of Dinosaurs in the Supermarket, Sarah Warburton and Katherine…


Book cover of Planet Kindergarten

Nidhi Kamra Author Of Simon's Skin

From my list on space exploration.

Why am I passionate about this?

Who doesn’t like space? I love learning about space! Tip: Picture books are easier to comprehend compared to graduate courses – there’s only so much of Newton-Euler dynamics, inertia tensors, eccentricity vectors, etc. one can handle. Plus, there are no nasty mind-boggling equations in picture books. I mean, do you really want to calculate the maximum flight path angle and the true anomaly at which it occurs? Or solve Kepler’s equations for hyperbolic eccentric anomaly? No, right? Always stick to the picture book if you have a choice! I mentioned some fun picture books (fiction and non-fiction) with amusing or complementing illustrations that helped me on my journey to understanding space. Enjoy!

Nidhi's book list on space exploration

Nidhi Kamra Why did Nidhi love this book?

In this brilliant book, the author draws parallels between the first day of kindergarten and a space mission – it turns out the two are not that different, after all. There are gravity issues in kindergarten as well, with kids trying hard to stay in their seats, and hands flying up. There’s the equivalent commander in the teacher, mission control in the principal, crewmates, experiments, and a flight plan! Peppered with space lingo, this charming book is double the reading pleasure, with its combined introduction to space and kindergarten. I am all set for kindergarten now. Can’t wait! Again, a great read for little humans.

By Sue Ganz-Schmitt, Shane Prigmore (illustrator),

Why should I read it?

1 author picked Planet Kindergarten as one of their favorite books, and they share why you should read it. This book is for kids age 3, 4, and 5.

What is this book about?

Suit up for a daring adventure as our hero navigates the unknown reaches and alien inhabitants of a planet called . . . Kindergarten. This clever book will prepare bold young explorers for their next mission-whether it's a strange, new world . . . or somewhere much closer to home.


Book cover of Gibberish

Josh Funk Author Of Dear Unicorn

From Josh's 3 favorite reads in 2023.

Why am I passionate about this?

Author Goof Coder Laugher Prankster

Josh's 3 favorite reads in 2023

Josh Funk Why did Josh love this book?

Gibberish is one of those brilliant picture books that couldn’t be made any other way.

The combination of words, symbols, and multiple art styles perfectly tells the story of an immigrant child’s acclimation to an English-speaking classroom. At first, the English words are all written in symbols, which read as gibberish, and those speaking them are depicted as old-timey cartoon characters.

As the child begins to understand, the symbols slowly transition to letters, and the characters gradually merge with the style of the rest of the book. It is so clever, so emotional, and so simple for even the youngest of us to understand.

By Young Vo,

Why should I read it?

2 authors picked Gibberish as one of their favorite books, and they share why you should read it. This book is for kids age 4, 5, 6, and 7.

What is this book about?

It's Dat's first day of school in a new country! Dat and his Mah made a long journey to get here, and Dat doesn't know the language. To Dat, everything everybody says - from the school bus driver to his new classmates - sounds like gibberish. How is Dat going to make new friends if they can't understand each other?
Luckily there's a friendly girl in Dat's class who knows that there are other ways to communicate, besides just talking. Could she help make sense of the gibberish?


Book cover of Suki's Kimono

Janelle Diller Author Of Mystery of the Thief in the Night: Mexico 1

From my list on with diverse and spunky characters.

Why am I passionate about this?

My dad was an adventure traveler, so I floated down the Amazon, rode chicken busses in rural Guatemala, and stepped on the Russian Steppes before I ever saw Big Ben. All that adventure as a kid engendered an insatiable curiosity about the amazing diversity of people and cultures in this world. Sadly, when I was growing up, most children’s books didn’t reflect this diversity. Not only should all children be able to see themselves on the pages of the books they read, it’s equally important that kids see children who aren’t just like they are. Consequently, adding cultural and ethnic diversity into kids' lit has become a passion for me. 

Janelle's book list on with diverse and spunky characters

Janelle Diller Why did Janelle love this book?

Suki is a treasure. She’s courageous and irrepressible and a perfect role model for every young girl of any nationality. Suki decides to wear a kimono to school on her first day of first grade. The kimono, a gift from her grandmother, is full of warm memories. As you can imagine, some of the other kids initially laugh at her—including her own sisters. But in the end, she wins her classmates over with an impromptu dance that captures the joy of a summer festival with her grandmother. I love how this spirited story teaches kids of any culture to embrace who they are. Stephane Jorisch’s playful watercolor and ink illustrations capture the spirit of the book perfectly.

By Chieri Uegaki, Stéphane Jorisch (illustrator),

Why should I read it?

1 author picked Suki's Kimono as one of their favorite books, and they share why you should read it. This book is for kids age 5, 6, 7, and 8.

What is this book about?

Suki's favorite possession is her blue cotton kimono. A gift from her obachan, it holds special memories of her grandmother's visit last summer. And Suki is going to wear it on her first day back to school --- no matter what anyone says.When it's Suki's turn to share with her classmates what she did during the summer, she tells them about the street festival she attended with her obachan and the circle dance that they took part in. In fact, she gets so carried away reminiscing that she's soon humming the music and dancing away, much to the delight of…