Best Kids Books About Shyness

24 Kids 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.

Night Job book
#5
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.

Lily's Cat Mask book
#6
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 Boys book
#7
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
#8
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
#9
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
#10
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.

Clammy Clam book
#11
Clammy Clam
Written and illustrated by Chris Raschka
picture book
Recommend Ages: 2-4

Theme: Feeling shy. Introducing . . . Clammy Clam! It’s . . . Clammy Clam! And yet, Clammy Clam refuses to say a simple “hello.” In this tribute to the silent type, readers are reminded that kids can be unpredictable, requiring improvisation and compromise. Chris Raschka’s expert balance of visual and textual humor will bring even the shyest of readers out of their shells!

Smoot book
#12
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?

Too Shy for Show-and-Tell book
#13
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.

Not in Room 204 book
#14
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
#15
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
#16
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
#17
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.

Butterflies on the First Day of School book
#18
Butterflies on the First Day of School
Written by Annie Silvestro and illustrated by Dream Chen
picture book
Recommend Ages: 3-6

Rosie's excited to start kindergarten--she's had her backpack ready for weeks. But suddenly, the night before the big day, her tummy hurts. Rosie's mom reassures her that it's just butterflies in her belly. Much to Rosie's surprise, when she greets a new friend, a butterfly flies out of her mouth! Soon, Rosie frees all her butterflies . . . and helps another shy student release hers, too.

Andy & Sandy and the Big Talent Show book
#19
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.

Shy book
#20
Shy
Written and illustrated by Deborah Freedman
picture book
Recommend Ages: 3-5

A dazzlingly beautiful book about shyness from the author of Blue Chicken, The Story of Fish and Snail, and By Mouse and Frog! Shy loves birds. He’d love to watch them fly and hear them sing, but he’s only ever read about them in books. . .until a real bird comes along. He’s dying to meet her, but there’s just one problem: Shy is, well, shy–so shy, in fact, that he’s afraid to leave the gutter of the book. Can Shy overcome his fears and venture out onto the page? This sweetly relatable picture book from the acclaimed Deborah Freedman speaks to every child who’s ever felt like hiding instead of facing the daunting world.

My Little Half-moon book
#21
My Little Half-moon
Written by Douglas Todd Jennerich and illustrated by Kate Berube
picture book
Recommend Ages: 5-8

A determined child goes the extra mile to try to cheer the lonely half moon Have you ever looked up at the half-moon hiding in the night sky and thought it looked just the littlest bit lonely without its other half? Imagine . . . having no one to glow with no one to play with no one to share how much you like puppies and big, fuzzy bears. If you’re like this determined young child, you might stay up every night to keep the moon company. Maybe if you share your treats and toys and stories, you’ll cheer him up. But the moon is very shy, so it might take some time. Still, if you’re very very patient, you just might make a new friend.

Adelaide's Secret World book
#22
Adelaide's Secret World
Written and illustrated by Elise Hurst
picture book
Recommend Ages: 5-9

With a poetic story and lush paintings, Elise Hurst conveys how a bit of bravery, empathy, and imagination can transform our lives. Adelaide lives in a city filled with people and wonders, but she is lonely. She is a watcher, and she sees others like her: the quiet ones, those who dance and dream alone. In a chance encounter, Adelaide meets someone who just might be a kindred spirit—and is so startled and shy she runs away! But then she gathers her courage and uses all her ingenuity to make sure that they—and all the other lonely ones—meet and connect and share their dreams.

The Little Drummer Boy book
#23
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
#24
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!

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