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Books to help children feel more confident and brave about starting kindergarten.
— 727 books
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Rosa Goes to Daycare
Barbro Lindgren
For the child feeling nervous about their first day away from home, this gentle story follows Rosa the dog as she discov
Ages 2–5
Be My Brave Sunflower
Kathryn Simmonds
For the child who feels small and overwhelmed by big changes, this gentle story uses a sunflower's growth to mirror the
Ages 3–7
How to Get Your Octopus to School
Becky Scharnhorst
For the child feeling nervous about their first day, this silly guide turns back-to-school jitters into a clever game of
Ages 3–7
Truman
Jean Reidy
For the child feeling anxious about a first separation. A tiny tortoise proves that big bravery comes in small packages
Ages 4–8
Peter's School Day
Beatrix Potter
For the child feeling nervous about their first day of school without their siblings nearby. A gentle reassurance that n
Ages 3–5
The Worry Balloon
Mónica Mancillas
For the child whose mind plays the 'what if' game, this story offers gentle mindfulness tools to transform scary thought
Ages 4–8
Too Shy for Show-and-Tell
Beth Bracken
For the child who feels a knot in their tummy at the thought of speaking in class, this story offers gentle encouragemen
Ages 4–7
Get Ready for Second Grade, Amber Brown
Paula Danziger
For the child who is feeling nervous about a new teacher or the jump to a new grade. A relatable look at overcoming firs
Ages 5–8
How to Be Confident in Kindergarten
D.J. Steinberg
For the child feeling small about big school milestones. This collection of gentle poems helps kids navigate the social
Ages 4–6
The Night Before Preschool
Natasha Wing
For the child feeling nervous about their very first day of school. This gentle rhyming story turns nighttime 'what-ifs'
Ages 3–5
Off to School, Baby Duck!
Amy Hest
For the child who feels shaky about starting preschool or kindergarten. A nervous duckling finds courage through a speci
Ages 3–6
The Don't Worry Book
Todd Parr
For the child feeling overwhelmed by scary news, big school days, or loud neighbors, this colorful guide offers simple w
Ages 3–6
Princess Posey and the First Grade Parade
Stephanie Greene
For the child who feels anxious about big changes or feels they must leave their favorite things behind to grow up.
Ages 5–8
Miles to Go
Jamie Harper
For the little one feeling big nerves about preschool, follow Miles as he gains the courage to drive his toy car all the
Ages 2–5
Oliver and His Alligator
Paul Schmid
For the child feeling small and anxious about the first day of school, this story offers a humorous look at using imagin
Ages 3–7
Seven Rules You Absolutely Must Not Break If You Want to Survive the Cafeteria
John Grandits
For the child who feels overwhelmed by the noise and rules of the lunchroom, this silly verse story turns cafeteria anxi
Ages 4–8
The Kissing Hand
Audrey Penn
For the child feeling nervous about their first day of school or any time they have to be away from home.
Ages 3–7
Vera's First Day of School
Vera Rosenberry
For the child who is nervous about school mistakes, this story follows Vera as she navigates the first day and a mix-up
Ages 3–7
Don't Go!
Jane Breskin Zalben
For the toddler or preschooler struggling with the transition to daycare or school. This gentle story validates the big
Ages 2–5
Back to School for Rotten Ralph
Jack Gantos
For the child feeling anxious about a best friend making new friends at school, this funny story validates the 'rotten'
Ages 4–8
Chu's First Day of School
Neil Gaiman
For the child feeling small and nervous about their first day of school, especially when they have a secret (or a sneeze
Ages 3–7
Mission: Back to School
Susan Hood
For the child who is nervous about starting school, this book turns first-day jitters into a top-secret mission full of
Ages 4–8
A Pirate's Guide to First Grade
James Preller
For the child feeling nervous about their first big milestone, this book turns the typical school day into a bold, imagi
Ages 4–7
The Fine First School Adventure
Dave Pove
For the child feeling nervous about their first day, this sweet walkthrough of a school routine replaces the unknown wit
Ages 3–6
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