Children’s Books About Smiling

The Best Children’s Books About Smiling and Smiles

By the Bookroo Editors
Updated August 7, 2026

A smile is a small thing until a tiger loses his, a bear wakes up without one, or an entire town starts grinning like it knows who stole Grandpa’s teeth. Children’s books make wonderful use of the expression: a smile can start a chain reaction, solve a gloomy morning, spoil a serious monster’s scare, or turn school-picture day into a comedy. The best of them give children something recognizable to watch for and a joke strong enough to work even before the grin arrives.

Drawing from Bookroo’s collection of children’s books about smiling, our editors chose ten lively read-alouds and first readers in which the smile actually matters to the plot. Start with our favorites for missing smiles, muddy laughs, museum adventures, and suspicious dentures, then browse sturdy baby books and more picture books for ages zero to eight.

I Love It When You Smile
Series
The Shortlist

Our 10 Favorite Children’s Books About Smiling

Sale price
$1597
Picture Book · Ages 4–8 · 2001

Augustus and His Smile

By Catherine Rayner

Augustus stretches, searches, and splashes across the world for the smile he is sure he has lost.

32 pages· 224 words· Est. 2 min read-aloud
Best for
A gentle story about a gloomy feeling lifting
5.8/7 Bookroo·4.2/5 Goodreads · 756 ratings
$16.99Save 6%
Hardcover
Picture Book · Ages 4–8 · 2012

I Love It When You Smile

By Sam McBratney, Charles Fuge (Illustrator)

Little Roo wakes up grumpy, and Mama’s best idea involves one very deep, very muddy hole.

32 pages
Best for
The preschooler who needs a good muddy laugh
4.1/5 Goodreads · 812 ratings
$10.99Save 5%
Hardcover
Picture Book · Ages 4–8 · 1997

Grandpa's Teeth

Grandpa’s handmade teeth disappear, and suddenly every person in town is smiling much too hard.

32 pages· 1,073 words· Est. 9 min read-aloud
Best for
A laugh-out-loud mystery with a ridiculous suspect list
4.1/5 Goodreads · 617 ratings
$8.99Save 5%
Paperback
Picture Book · Ages 3–7 · 2012

Because Amelia Smiled

Amelia’s smile starts a chain of cookies, good ideas, and generous acts that circles the globe.

40 pages· 367 words· Est. 3 min read-aloud
Best for
Showing how one cheerful moment can travel
3.9/5 Goodreads · 771 ratings
$17.99Save 6%
Hardcover
Picture Book · Ages 4–7 · 1998

Katie and the Mona Lisa

Katie steps into the Mona Lisa to ask about that famous smile and soon has a whole museum in motion.

32 pages· 1,220 words· Est. 10 min read-aloud
Best for
A first art-museum adventure
4.1/5 Goodreads · 452 ratings
$15.95Save 6%
Paperback
Picture Book · Ages 0–8 · 2020

Looking for Smile

By Ellen Tarlow, Lauren Stringer (Illustrator)

Bear wakes to find Smile missing, so his woodland friends join a search for something that cannot be tracked by footprints.

48 pages
Best for
A quiet read-aloud for an off day
4.3/5 Goodreads · 416 ratings
$18.99Save 5%
Hardcover
Picture Book · Ages 4–8 · 2021

The Smile Shop

A boy loses his saved money at the market and discovers a shop where the best thing costs nothing.

32 pages
Best for
Recovering from a small but crushing disappointment
3.6/5 Goodreads · 255 ratings
$17.99Save 6%
Hardcover
Picture Book · Ages 3–7 · 2016

Miles of Smiles

A baby passes a smile to Mom, who sends it onward through a classroom, a soccer team, and the neighborhood.

32 pages· 212 words· Est. 2 min read-aloud
Best for
A cheerful group read-aloud
4.0/5 Goodreads · 170 ratings
$14.95Save 6%
Hardcover
Picture Book · Ages 4–6 · 2019

Bunny Will Not Smile!

Big has tried everything to make Bunny smile; now he needs the reader’s silliest face and best ideas.

32 pages· 210 words· Est. 2 min read-aloud
Best for
A beginning reader who likes to join the action
3.8/5 Goodreads · 164 ratings
$17.99Save 6%
Hardcover
Picture Book · Ages 4–8 · 2019

Amelia Bedelia Gets the Picture

School picture day gives young Amelia Bedelia one more perfectly ordinary instruction to misunderstand.

32 pages· 571 words· Est. 5 min read-aloud
Best for
New readers who love literal-language mix-ups
3.8/5 Goodreads · 111 ratings
$4.99Save 5%
Paperback
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Smile Board Books for Babies and Toddlers

Baby faces, mirrors, peep-through pages, and sturdy first books made for pointing at eyes, noses, and enormous grins. Ages 0–3.

Smile!

Ages 0–3 · 1997

Discover the joy of baby smiles in this charming read-aloud.

Smile, Baby!

Ages 0–3 · 2020

Discover baby's world with playful mirrors and lovable characters.

Sweet Baby Smiles

Ages 0–3 · 2018

Discover the world through baby's eyes with playful peep-through shapes.

View all smiling board books
Browse by age

Picture Books About Smiles

Funny and gentle stories about smiles that vanish, travel, cheer up a friend, or appear just in time for the camera. Ages 3–8.

Spike, the Mixed-up Monster

Ages 4–8 · 2012

A scary salamander learns fear isn't the key to friendship.

Smile, Sophia
Sale price
$1899

Smile, Sophia

Ages 4–7 · 2022

A young scientist defies expectations, proving she’ll smile on her own terms.

When I Smile

Ages 2–4 · 2023

Discover the magic a simple smile can bring to everyday moments.

Keep exploring
Books about happinessBooks about choosing cheerinessBooks about laughterBooks about facesBooks about teethBooks about picture dayBooks about grumpinessBooks about kindnessBooks about humorBooks about feelings and emotionsBooks about babiesBooks about art museums

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