Books About Choosing Cheeriness · 73 titles considered

The Best Choosing Cheeriness Books for Kids

Looking for excellent children's books about choosing cheeriness? 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 Choosing Cheeriness

Sale price

$1697

Chapter Book · Ages 8–12 · 2012

Wonder

By R. J. Palacio, R. J. Palacio · Book #1 in the Wonder series

A boy with a unique face faces school for the first time, seeking acceptance.

316 pages· 73,102 words· Est. 10 hour read

6.5/7 Bookroo experts·4.3/5 Goodreads · 1,218,556 ratings

$17.99Save 6%

Summary: Auggie Pullman, born with a facial difference, starts fifth grade at Beecher Prep. As he navigates the challenges of being new and different, he yearns for acceptance. Will his classmates see beyond his extraordinary face? Through shifting perspectives, this story explores empathy, compassion, and the courage to stand out. Can kindness bridge the gap between appearances and true friendship?

Sale price

$1699

Chapter Book · Ages 8–12

The Secret Garden

A lonely girl discovers a hidden garden with a mysterious key.

352 pages· 80,729 words· Est. 11 hour read

6.4/7 Bookroo experts·4.2/5 Goodreads · 1,194,235 ratings

Summary: Mary Lennox, orphaned and alone in her uncle's dreary mansion, discovers a key to a forbidden garden. As she unlocks its secrets, she steps into a magical world that changes everything. What mysteries lie within, and how will they alter her life forever?

Graphic Nov.

Sale price

$474

Picture Book · Ages 4–6 · 2019

Hello, Crabby!

By Jonathan Fenske · Book #1 in the Crabby series

A crab's day at the beach is filled with interactions with other sea creatures.

48 pages· 724 words· Est. 8 min read-aloud

4.0/5 Goodreads · 499 ratings

$4.99Save 5%

Summary: Crabby is having a bad day—sun in the eyes, salt in the teeth, sand in the shell. Plankton, ever the optimist, tries everything to lift Crabby's spirits, from jokes to cakes. But can Plankton's antics crack Crabby's tough exterior and bring out a smile? Dive into this colorful, laugh-out-loud early reader series where humor meets heart, and discover if Crabby will ever find a reason to be happy. Perfect for young readers eager to explore the joys of friendship and laughter.

Sale price

$958

Chapter Book · Ages 8–12 · 1913

Pollyanna

By Eleanor H. Porter, Eleanor H. Porter (Illustrator) · Book #1 in the Pollyanna series

Can Pollyanna's optimism survive when tragedy strikes and hope fades?

208 pages· 55,325 words· Est. 7.5 hour read

4.0/5 Goodreads · 92,660 ratings

$9.95Save 4%

Summary: Pollyanna, a spirited orphan, moves in with her stern Aunt Polly, spreading joy despite life's hardships. But when a tragic accident leaves her unable to walk, her unwavering optimism is tested. As the community she once uplifted rallies around her, will Pollyanna find the strength to embrace happiness again? Discover how one girl's indomitable spirit transforms lives and faces the ultimate challenge.

Sale price

$1697

Picture Book · Ages 8–12 · 1903

Rebecca of Sunnybrook Farm

By Kate Douglas Wiggin

A spirited girl transforms her strict aunts' lives in rural Maine.

340 pages· 72,541 words· Est. 9.5 hour read-aloud

3.9/5 Goodreads · 36,226 ratings

$17.95Save 5%

Summary: Ten-year-old Rebecca is sent to live with her stern aunts in Riverboro, Maine. Her vibrant spirit clashes with their strict ways, but as she grows, her infectious joy begins to melt their hearts. Will Rebecca's optimism be enough to change their lives forever? Discover the journey of a young girl who brings light to a somber household.

Sale price

$2025

Chapter Book · Ages 5–7 · 2009

A Happy Day

By Fran Manushkin, Tammie Lyon (Illustrator) · Katie Woo series

Discover why life is so joyful for one little girl.

25 pages· 427 words· Est. 8 min read

3.9/5 Goodreads · 80 ratings

$21.32Save 5%

Summary: Katie Woo is bursting with happiness, and she's eager to share why. From small joys to big dreams, her list of reasons to smile is endless. What makes her world so bright? Dive into Katie's cheerful life and uncover the secrets to her happiness. Could her perspective change yours?

Sale price

$759

Picture Book · Ages 3–6 · 2008

The Pout-Pout Fish

By Deborah Diesen, Dan Hanna (Illustrator) · Pout-Pout Fish series

A grumpy fish lives in the ocean and spreads dreary feelings to those around him, until he meets a friendly fish who changes his life.

32 pages· 467 words· Est. 4 min read-aloud

6.0/7 Bookroo experts·4.3/5 Goodreads · 17,923 ratings

$7.99Save 5%

Summary: Mr. Fish swims through the ocean with a perpetual pout, spreading gloom wherever he goes. But when his friends try to cheer him up, he begins to question if his destiny is truly to be glum. Could an unexpected encounter reveal a brighter path? Dive into this colorful, rhyming adventure to discover if Mr. Fish can turn his frown upside down and find joy in the deep blue sea.

Sale price

$1697

Picture Book · Ages 4–8 · 2015

Bernice Gets Carried Away

By Hannah E. Harrison

A grumpy cat's bad day turns into an unexpected adventure with balloons and new friends.

32 pages· 315 words· Est. 3 min read-aloud

5.9/7 Bookroo experts·4.1/5 Goodreads · 684 ratings

$17.99Save 6%

Summary: Bernice the cat is having a terrible time at a birthday party, missing out on cake and drinks. Frustrated, she grabs all the balloons and floats away. As she drifts, Bernice discovers the joy of sharing and brightens the day for other animals. Will she find her way back to the party and learn the value of kindness? Join Bernice on her whimsical journey and see how a little sharing can change everything.

Sale price

$759

Board Book · Ages 2–5 · 2007

Be Happy!

By Monica Sheehan

Discover the secrets to happiness and embrace your best self.

38 pages

5.9/7 Bookroo experts·4.1/5 Goodreads · 458 ratings

$7.99Save 5%

Summary: Unlock the joy within and embark on a journey to happiness. This delightful guide encourages you to sing, dance, and embrace kindness and bravery. Will you dare to be the best version of yourself? Dive into this inspiring little gem and find out how to stay happy, no matter your size or age.

Sale price

$2089

Chapter Book · Ages 8–12 · 2016

The Best Bear in All the World

By Jeanne Willis, Kate Saunders, Brian Sibley, Paul Bright, Mark Burgess (Illustrator) · Winnie-the-Pooh series

Join Pooh and friends on new seasonal adventures in the Hundred Acre Wood.

115 pages· 11,919 words· Est. 1.5 hour read

5.8/7 Bookroo experts·4.2/5 Goodreads · 1,154 ratings

$21.99Save 5%

Summary: Return to the Hundred Acre Wood for four enchanting tales with Winnie-the-Pooh and friends. As the seasons change, Pooh and Piglet embark on a quest for the mysterious "Sauce of the Nile," while Eeyore faces a clover crisis. A new penguin character adds a wintery twist, inspired by a toy from Christopher Robin's childhood. Rediscover beloved characters and meet new ones in this delightful collection, beautifully illustrated in classic style.

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Browse by age

Choosing Cheeriness Board Books for Babies & Toddlers

Sturdy, inviting books about choosing cheeriness for the youngest readers and listeners.

Sale price

$1999

Olivia

Ages 2–5 · 2000

A lively pig's day of adventures ends with a well-earned rest.

Sale price

$699

What's Wrong, Little Pookie?

Ages 1–5 · 2007

Pookie's mom tries to uncover why Pookie is upset.

Sale price

$799

Rain!

Ages 0–3 · 2013

A boy's joy clashes with a man's gloom on a rainy day. Can happiness prevail?

Sale price

$1499

The Little Engine That Could

Ages 0–3 · 1930

A little engine faces a daunting mountain with determination and grit.

Sale price

$899

What Makes Us Happy?

Ages 0–3 · 2018

Join three friends as they find joy in life's simple moments.

Sale price

$699

If You're Happy and You Know It

Ages 0–2 · 2001

Sing and play with your baby through classic nursery rhymes.

Sale price

$1295

My Heart Fills with Happiness

Ages 0–3 · 2016

Discover the simple joys that fill your heart with happiness.

Graphic Nov.

Sale price

$799

I'm Grumpy

Ages 0–3 · 2016

A grumpy cloud learns the impact of emotions on friends.

Sale price

$799

Joy

Ages 0–3 · 2020

Discover daily joy through playful moments and mindful experiences.

Sale price

$699

Happy!

Ages 0–3 · 2015

Discover joy through vibrant photos of children celebrating happiness.

View all choosing cheeriness board books

Browse by age

Choosing Cheeriness Picture Books

Illustrated read-alouds about choosing cheeriness for preschool and elementary-age readers.

Sale price

$1699

Augustus and His Smile

Ages 4–8 · 2001

A tiger embarks on a journey to rediscover his lost smile.

Sale price

$1699

How to Cheer Up Dad

Ages 3–5 · 2014

Little Jumbo tries to cheer up his dad after a series of mishaps. Can he succeed?

Sale price

$1999

The Breaking News

Ages 4–8 · 2018

A girl seeks to uplift her community with small acts of kindness amid unsettling news.

Sale price

$1699

Milton & Odie

Ages 4–8 · 2019

Two otters, one optimistic, one pessimistic, discover friendship while ice fishing.

Sale price

$1699

Positive Ninja

Ages 4–11 · 2019

A ninja battles negativity in a quest for mindfulness.

Sale price

$1795

How Full Is Your Bucket? For Kids

Ages 3–8 · 2009

A boy discovers how kindness fills invisible buckets, changing his day.

Sale price

$1795

Joy

Ages 3–6 · 2018

Fern seeks to capture joy to restore her grandmother's happiness.

Sale price

$1899

Last Stop on Market Street

Ages 3–5 · 2015

A young boy spends the day with his grandmother, exploring their neighborhood and learning about the beauty in unexpected places.

Sale price

$1495

Miles of Smiles

Ages 3–7 · 2016

A baby's smile travels, spreading joy and uniting a community.

Sale price

$1799

A Perfect Day

Ages 3–7 · 2020

A seagull and a crab discover the true meaning of perfection through unexpected friendship.

Sale price

$1095

Have You Filled a Bucket Today?

Ages 4–9 · 2006

A story about the importance of kindness and how it affects others.

Sale price

$1899

Do Not Go in There

Ages 3–6 · 2020

Two friends face a mysterious door. Is it danger or delight?

View all choosing cheeriness picture books

Browse by age

Choosing Cheeriness Chapter Books & Middle Grade

Longer stories about choosing cheeriness for developing and independent readers.

Sale price

$899

The Sandman and the War of Dreams

Ages 7–11 · 2013

A missing girl and a vanished foe challenge the Guardians to recruit a sleepy legend for help.

Sale price

$1699

Snow Lane

Ages 8–12 · 2018

A young girl uncovers a dark family secret while battling dyslexia.

Graphic Nov.

Sale price

$1499

The Unlucky Kid

Ages 6–9 · 2024

A boy's misadventures turn chaos into comedy. Will luck ever be on his side?

Sale price

$795

Pasture Bedtime

Ages 7–9 · 2021

A quiet boy's orderly life is upended by a lively newcomer and a mysterious illness on the farm.

Sale price

$1399

My Life in Smiley

Ages 8–12 · 2016

Max navigates middle school chaos with humor and smileys.

Sale price

$1599

Annie

Ages 10–13 · 1979

An orphan's journey from hardship to hope during the Great Depression.

View all choosing cheeriness chapter books

Keep exploring

Books about feelings and emotions Books about attitude Books about bullying Books about diseases, illnesses, injuries, and disabilities Books about empathy Books about family life Books about friendship Books about gratitude

Our 10 Favorite Books About Choosing Cheeriness

Great books, picked for their age.

Choosing Cheeriness Board Books for Babies & Toddlers

Choosing Cheeriness Picture Books

Choosing Cheeriness Chapter Books & Middle Grade

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