Best Children's Books About Shyness

30 Children's Books About Shyness

Updated Jan. 19, 2019
Miss Hazeltine's Home for Shy and Fearful Cats book
#1
Miss Hazeltine's Home for Shy and Fearful Cats
Written by Alicia Potter and illustrated by Birgitta Sif
picture book
Recommend Ages: 5-8

A tale with many tails, perfect for cat lovers everywhere! Miss Hazeltine is opening a very special school for shy and fearful cats. They come from all over, and Miss Hazeltine gives them lessons in everything, from “Bird Basics” to “How Not to Fear the Broom.” The most timid of all is Crumb. He cowers in a corner. Miss Hazeltine doesn’t mind. But when she gets in trouble and only Crumb knows where she is, will he find his inner courage and lead a daring rescue? Filled with adorable illustrations and ideal for fans of Disappearing Desmond and The Invisible Boy, Miss Hazeltine’s Home for Shy and Fearful Cats is a story that’s perfect for shy and fearful children as it both helps them face scary situations and accepts them just as they are.

The Bear Who Stared book
#2
The Bear Who Stared
Written and illustrated by Duncan Beedie
picture book
Recommend Ages: 3-6

There once was a bear who liked to stare... and stare... and STARE. Bear doesn't mean to be rude, he's just curious but too shy to say anything. But nobody likes being stared at and it soon gets Bear into trouble. Luckily a goggly-eyed frog helps Bear realise that sometimes a smile is all you need to turn a stare into a friendly hello.

Crunch, The Shy Dinosaur book
#3
Crunch, The Shy Dinosaur
Written by Cirocco Dunlap and illustrated by Greg Pizzoli
picture book
Recommend Ages: 3-7

Crunch is a lovely and quiet brontosaurus who has hidden himself in some shubbery and is rather shy. He would like to play, but it will require some gentle coaxing from you! If you are patient and encouraging, you will find yourself with a new friend! This picture book is a warm, funny example of how to engage with someone new, who is perhaps a bit different from you. Lessons in friend-making (such as minding personal space and demonstrating interest in another’s hobbies) are delivered so subtly that children will absorb them unconsciously as they delight in Crunch’s silly hat and dance moves!

Miss Twiggley's Tree book
#4
Miss Twiggley's Tree
Written and illustrated by Dorothea Warren Fox
picture book
Recommend Ages: 3-8

Funny Miss Twiggley, who lives in a house in a tree with a dog and bears, forgets her shyness and saves the townspeople when a flood hits the town.

But Not the Hippopotamus book
#5
But Not the Hippopotamus
Written and illustrated by Sandra Boynton
board book
Recommend Ages: 1-2

A shy hippo makes a big impact in this Sandra Boynton classic. Serious silliness for all ages. Artist Sandra Boynton is back and better than ever with completely redrawn versions of her multi-million selling board books. These whimsical and hilarious books, featuring nontraditional texts and her famous animal characters, have been printed on thick board pages, and are sure to educate and entertain children of all ages.

Night Job book
#6
Night Job
Written by Karen Hesse and illustrated by G Brian Karas
picture book
Recommend Ages: 3-7

When the sun sets, Dad’s job as a school custodian is just beginning. What is it like to work on a Friday night while the rest of the city is asleep? There’s the smell of lilacs in the night air, the dusky highway in the moonlight, and glimpses of shy nighttime animals to make the dark magical. Shooting baskets in the half-lit gym, sweeping the stage with the game on the radio, and reading out loud to his father in the library all help the boy’s time pass quickly. But what makes the night really special is being with Dad. Newbery Medalist Karen Hesse’s quietly powerful story of a boy and his father is tenderly brought to life by G. Brian Karas in this luminous tribute to an enduring, everyday sort of love.

Bear's New Friend book
#7
Bear's New Friend
Written by Karma Wilson and illustrated by Jane Chapman
board book
Recommend Ages: 3-7

Eager to play in the fall leaves, Bear heads out to find his friend, Mouse, but is startled by clatter in a tree. Determined to find out who is making all the noise, Bear goes on a short journey, picking up all of his friends on the way, until he discovers a quite bashful owl whom he declares their NEW FRIEND!

Lily's Cat Mask book
#8
Lily's Cat Mask
Written and illustrated by Julie Fortenberry
picture book
Recommend Ages: 4-6

Armed with a vivid imagination and her trusty cat mask, Lily can take on anything–even a new school… But when her teacher tells her no masks allowed in class, Lily worries, can she make friends without it? Anyone who has been daunted by a new experience, or struggled to put on a good face, will relate to Lily. Whimsical art brings Lily, her father, and her new classmates to life, with text that begs to be read aloud. Perfect for Father’s Day, back to school, and even Halloween–Lily and her grinning cat mask are sure to make you smile back.

The Shy Little Kitten's New Friends book
#9
The Shy Little Kitten's New Friends
Written by Golden Books and illustrated by Sue DiCicco, Golden Books
board book
Recommend Ages: 0-3

The shy little kitten, a character cherished by generations, is spending the day making brand-new friends in this endearing board book featuring tabs for the tiniest of hands. Join Shy as she meets a puppy, a squirrel, a frog, and more in this colorful, fun-filled friendship adventure.

The Little Drummer Boy book
#10
The Little Drummer Boy
Written and illustrated by Bernadette Watts
picture book
Recommend Ages: 4-8

This classic Christmas story about a shy boy who plays his trusted drum for the newborn king will charm children and parents alike. A brand new story from Bernadette Watts, never before published.

Bremner & the Party book
#11
Bremner & the Party
Written and illustrated by Ripley Publishing
picture book
Recommend Ages: 3-6

Brand new picture books from Ripley’s feature fun and engaging stories around two favorite Ripley’s Aquarium mascots—Sharkee the sand tiger shark and Bremner the pufferfish. Filled with expressive illustrations, silly situations, and lovable characters, kids and parents alike will be enchanted by each of these charming “tails”! Bremner the pufferfish is going to a party. Tonight. Gulp! And he’s nervous. And he knows what happens when he gets nervous. He puffs up. And he definitely doesn’t want to puff up. Children and parents alike will laugh their way through Bremner’s nervous dialogue as he goes off the deep end before joining the party. Will Bremner puff up and ruin the celebration? There’s only one way to find out!

The Boys book
#12
The Boys
Written and illustrated by Jeff Newman
picture book
Recommend Ages: 4-8

A shy boy, seeking the courage to play baseball with the other children in a park, is coaxed out of his shell by some "old timers" sitting nearby who, in turn, discover they are still in the game.

Andy & Sandy's Anything Adventure book
#13
Andy & Sandy's Anything Adventure
Written and illustrated by Tomie dePaola
picture book
Recommend Ages: 4-8

Andy is small. Sandy is tall. Andy is quiet. Sandy is LOUD. Andy and Sandy may be opposites, but they’re best friends. And when they get together to play dress up, anything can happen. Written in simple words and short, declarative sentences, this book is perfect for little ones just learning to read on their own.

Andy & Sandy and the First Snow book
#14
Andy & Sandy and the First Snow
Written and illustrated by Tomie dePaola
picture book
Recommend Ages: 4-8

Andy and Sandy play in the snow in this third book of the easy-to-read picture book series about friendship, from Caldecott and Newbery Honoree Tomie dePaola and Emmy Award–winning writer for the Muppets Jim Lewis. When the first big snow of winter hits, Sandy wants to play outside—but Andy isn’t so sure. After all, snow is very wet and very cold! But Sandy drags Andy along to make a snowman, go sledding, and make snow angels. Will Andy discover that snow can be fun—despite being wet and cold? Written in simple words and short, declarative sentences, this book is perfect for little ones just learning to read on their own.

When Andy Met Sandy book
#15
When Andy Met Sandy
Written and illustrated by Tomie dePaola
picture book
Recommend Ages: 4-8

Andy is small. Sandy is tall. Andy is quiet. Sandy is LOUD. But when these two seemingly opposites meet at a playground one day, it might just be the beginning of a beautiful friendship. Written in simple words and short, declarative sentences, this book is perfect for little ones just learning to read on their own.

Andy & Sandy and the Big Talent Show book
#16
Andy & Sandy and the Big Talent Show
Written by Tomie dePaola and illustrated by Jim Lewis, Tomie dePaola
picture book
Recommend Ages: 4-8

Andy and Sandy hit the stage in this fourth book of an easy-to-read picture book series about friendship—from Caldecott and Newbery Honoree Tomie dePaola and Emmy Award–winning writer for the Muppets Jim Lewis. Outgoing Sandy convinces shy Andy to do a dance at the big talent show. The only problem? Andy doesn’t know how to dance! Luckily, Sandy is a good teacher. But when showtime finally arrives, it’s Sandy who freezes up! A true friend through and through, Andy overcomes his shyness to save the performance. Let’s give a standing ovation to friendship! Written in simple words and short, declarative sentences, this book is perfect for little ones just learning to read on their own.

We Are Party People book
#17
We Are Party People
Written by Leslie Margolis
chapter book
Recommend Ages: 10-14

In this middle-grade contemporary novel, a shy girl with party-planner parents learns that stepping out of her comfort zone might not be so scary after all. "I am the opposite of a mermaid and that’s exactly the way I like it." Shy and quiet, Pixie Jones does everything she can to fade into the background. All she wants is to survive middle school without being noticed. Meanwhile, her parents own the best party-planning business in town. They thrive on attention, love being experts in fun, and throw themselves into party personas, dressing as pirates, princes, mermaids, and more. When her mom leaves town indefinitely and her new friend Sophie decides to run for class president, Pixie finds herself way too close to the spotlight. How far is she willing to go to help the people she loves? Sweet, brave, and laugh-out-loud funny, We Are Party People by Leslie Margolis is a story of quiet triumph. Also by Leslie Margolis: We Are Party People Ghosted Praise for We Are Party People: “The strongest chapters are the lively accounts of how Pixie and Dan organize and run parties without Mom . . . Middle school angst tempered by humorous insights.” —Kirkus Reviews “Pixie’s first-person perspective is endearing . . . Give this to fans of gentle, realistic fiction. A solid purchase.” —School Library Journal “Pixie’s friends, Lola and Sophie, provide an excellent example of what good friends should be, and their relationship will show young readers that good friends help and support each other . . . A fun, fast-paced read.” —Booklist “Shy middle schoolers who tend to downplay their talents will find inspiration to be brave?and maybe ideas for planning an amazing party as well.” —VOYA

Smoot book
#18
Smoot
Written by Michelle Cuevas and illustrated by Sydney Smith
picture book
Recommend Ages: 4-8

Smoot the shadow has been living a yawn-filled life for years. His boy never laughs and never leaps, so Smoot never does either . . . until the day he pops free, and decides to hit the road in search of the life he dreams about. And as he enjoys his first colorful day—singing, dancing, and playing—other shadows watch him, and they become brave, too. The frog’s shadow takes the shape of a prince, the dragonfly’s shadow that of a dragon. Even the rock’s shadow gets in on the excitement. But what will become of the timid beings their shadows have left behind? Will they finally be inspired to find their own daring?

Farrah the Shy Fawn book
#19
Farrah the Shy Fawn
Written and illustrated by Janey Louise Jones
chapter book
Recommend Ages: 6-8

It is the beginning of summer and Farrah the fawn wants to look beautiful for the petal parade, but when she tries the leaves of a supposedly magical plant they just seem to make her sick, and the superfairies have to rescue her.

Too Shy for Show-and-Tell book
#20
Too Shy for Show-and-Tell
Written by Beth Bracken and illustrated by Jennifer A. Bell
picture book
Recommend Ages: 4-6

Sam is so shy that nobody knows much about him, but when he must stand in front of his class for show-and-tell, he finds the courage to share.

The Wonderling book
#21
The Wonderling
Written and illustrated by Mira Bartók
chapter book
Recommend Ages: 10-14

Richly imagined, with shimmering language, steampunk motifs, and gripping, magical plot twists, this extraordinary debut novel follows a shy, fox-like foundling with only one ear and a desperate desire to belong, as he seeks his destiny.

Not in Room 204 book
#22
Not in Room 204
Written by Shannon Riggs and illustrated by Jaime Zollars
picture book
Recommend Ages: 4-8

Mrs. Salvador is one tough teacher. But Regina Lillian Hadwig, a very quiet student, doesn’t mind. She likes the order and discipline Mrs. Salvador expects. At a report card conference, Mrs. Salvador tells Regina’s mom that Regina is doing a great job, but that she is very quiet. “Are you quiet at home, like you are in school?” Mrs. Salvador asks Regina. And Regina thinks of the secret she keeps so quiet—the one even her mom doesn’t know, about the secret things her father does. “Yes, I’m quiet at home, too,” says Regina. “Maybe we can work on that,” says Mrs. Salvador. When Mrs. Salvador reads a book about Stranger Danger, she emphasizes one thing—that the person doing the inappropriate touching might not be a stranger at all. It might be someone a child knows very well. Will Regina find the courage to tell Mrs. Salvador her terrible secret?

A Tiger Called Thomas book
#23
A Tiger Called Thomas
Written by Charlotte Zolotow and illustrated by Marta Alvarez Miguens
picture book
Recommend Ages: 3-6

Shy Tomás is afraid to venture out into the neighborhood until the night of Halloween. Because Tomás has the perfect tiger costume, complete with a mask that hides his identity. But Tomás will soon discover his costume doesn't hide him quite as well as he thinks...

Mirabel's Missing Valentines book
#24
Mirabel's Missing Valentines
Written by Janet Lawler and illustrated by Olivia Chin Mueller
picture book
Recommend Ages: 3-7

Poor shy Mirabel trembles at the thought of Valentine's Day. Yet the little mouse crafts her cards with a heart on every one. As she nervously hurries to school, she doesn't notice the valentines falling out of her bag! But with a little holiday kindness, the lost valentines make their way back to her . . . and bring joy into the lives of all who found them, too. This wonderful tale of overcoming insecurity will make its way to children's hearts.

Tea with Oliver book
#25
Tea with Oliver
Written and illustrated by Mika Song
picture book
Recommend Ages: 4-8

Oliver the cat is looking for a friend to have tea with, little does he know that under the couch his future best friend, Philbert the mouse is trying to meet him. Filled with humor and heart and brought to life with gorgeous watercolor-and-ink illustrations, this book from debut author-illustrator Mika Song shows readers how friends can come in all shapes and sizes and be found in the most unexpected places.

Have a suggestion for a book to add to this list? Send an email to [email protected] with your book and list suggestion.