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Books to help children feel more confident and brave about starting kindergarten.
— 727 books
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My Book of Feelings
Adriana Eftimie
Help your toddler or preschooler identify and name 20 different emotions through bright illustrations of diverse childre
Ages 2–5
The Truth About My Unbelievable School...
Davide Cali
For the child who uses tall tales to process big changes, this imaginative tour turns common school jitters into a hilar
Ages 6–9
A Play's the Thing
Aliki
For the child feeling nervous about a first performance or school presentation, this story reveals the behind-the-scenes
Ages 4–8
Benny's Saturday Surprise
Gertrude Chandler Warner
For the child who feels nervous or shy about seeing their teacher outside of school, this story helps bridge the gap bet
Ages 4–7
Starting School with an Enemy
Elisa Carbone
Moving to Maryland, ten-year-old Sarah hopes to make a good friend at her new school. Instead, she makes an enemy who la
Ages 4–11
Goodbye Brings Hello: A Book of Firsts
Dianne White
For the child facing a new milestone, this gentle book frames growing up not as a loss, but as a series of exciting new
Ages 3–7
Heidi Heckelbeck Has a Secret
Wanda Coven
Second grader Heidi Heckelbeck has always been homeschooled, but now she's starting public school. Navigating new friend
Ages 6–9
Sweet Briar Goes to School
Karma Wilson
For the child who feels like an outsider because of something they can't change. A sweet skunk finds her place when her
Ages 4–8
Rory and the Magical Mix-Ups
Kallie George
For the child who feels discouraged when they don't get things right on the first try or struggles with spelling and sch
Ages 6–9
Olive On Stage
D. C. Whittingslow
For the child who feels like the odd one out at school and needs a boost of confidence to share their unique talents wit
Ages 3–6
Hello Goodbye Dog
Maria Gianferrari
For the child who struggles with the bittersweet goodbye of the school morning, this story celebrates the unbreakable bo
Ages 4–8
Sue From Class Two Has A Problem With Poo
Victoria Smith, Dr. JJ Smith
For the child who avoids the school restroom or feels nervous about public facilities. This silly, rhyming story helps k
Ages 3–7
Superduper Teddy
Johanna Hurwitz
For the child who needs a little extra bravery to step out of a sibling's shadow and navigate the big milestones of bein
Ages 5–8
Leo You Are a Star!
Rigby
For the child learning to embrace their unique potential, this book encourages young Leo to shine brightly and realize h
Ages 5–7
Magic Mix-Up!
Margaret Ryan
For the child who feels a little clumsy or worries about getting things wrong, this magical mishap adventure shows that
Ages 6–9
The Trek
Ann Jonas
For the child who needs a boost of bravery before a solo walk, this classic uses the power of imagination to turn everyd
Ages 4–8
Hurricane Harry
Judith Caseley
For the child facing a season of change, from moving house to the first day of kindergarten, this story offers a gentle
Ages 5–9
Sam the School Pony
Jenny Dale
For the child who loves animals and is nervous about trying something new, this gentle tale explores the bond between a
Ages 6–9
Princess Posey and the Monster Stew
Stephanie Greene
For the child learning that school rules apply to everyone, even princesses. Posey must navigate the consequences of bri
Ages 5–8
Pirate Queen
Marci Peschke
For the child who loves to lead the pack, this story explores how imagination and determination can turn a school projec
Ages 6–9
Enrico Starts School
Charlotte Middleton
For the quiet child who feels like an outsider on the playground, this sweet story shows how sharing a unique passion ca
Ages 3–7
Storytown Library Book (5 Pack) Grade 1 What's Bugging Pamela?
HSP
For the child grappling with a small but persistent worry, this story shows how a simple problem can feel big and how ta
Ages 6–8
A New Year
Molly Beth Griffin
For the child feeling those first day jitters, this story shows how small acts of kindness from unexpected friends can m
Ages 4–7
The Three Silly Girls Grubb
John Hassett, Ann Hassett
For the child learning to navigate playground dynamics, this clever retelling shows how sisters can use their wits and t
Ages 4–8
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