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Books to help children feel more confident and brave about starting kindergarten.
— 727 books
Not quite right? Ask our librarian
I Can Be Brave Without Mommy!
Charlotte Dane
For the child who struggles with drop-offs or playing in another room, this gentle guide helps little ones find their in
Ages 2–5
Brave the Beaver Has the Worry Warts
Misty Black
For the child whose nerves show up as tummy aches or 'worry warts' when facing new experiences like the first day of sch
Ages 3–8
First Day of School
Mercer Mayer
For the preschooler or kindergartner facing the big transition of a first day, this classic story helps soothe nerves an
Ages 3–6
Willa and the Worry Monster
Kim Harvey-Keddy
For the child whose worries feel like a growing shadow. This gentle story personifies anxiety as a monster and shares pr
Ages 4–8
Gigi's Starting School
Yvonne V. Cabrera-Perez
For the child feeling nervous about their first classroom experience, this story provides comfort as Gigi navigates big
Ages 3–6
The Hug Button
Rebekah Rogers Fredborg
For the child feeling nervous about being away from home, this sweet story offers a tangible tool to bridge the distance
Ages 3–7
Billy The Nervous New Kid
Kobe Akanmu
For the child feeling those big first-day jitters, this story offers a relatable path from classroom nerves to newfound
Ages 4–8
The Pocket Rock: A Story About Grief, Growth, and the Love That Stays
Nicole Gaddess
For the child who needs a little extra courage in their pocket. This gentle story explores how a simple found object can
Ages 3–7
Bunny's Book Club Goes to School
Annie Silvestro
For the child feeling nervous about their first day or wondering what happens in the classroom while they are away.
Ages 3–7
I Think I Have Butterflies in My Belly!!
Diane Sandoval Lcsw
For the child who feels tummy aches or jitters when facing new experiences, this story helps name and manage first day o
Ages 3–7
Sedeekie's First Day Back to School
Debra Mudge
For the child feeling those familiar butterflies before the classroom doors open, this story offers comfort for the tran
Ages 3–7
Starting School
Abi Taylor-Abt
For the child who is nervous about their very first day of preschool or kindergarten. This gentle guide explains exactly
Ages 3–6
Kennedy and Her Back to School Jitters
Katie L Bukowski
For the child feeling nervous about the unknown, this story provides gentle tools to transform first day anxiety into sc
Ages 3–7
Hello Daycare: Mia's First Day Away from Mommy
Booksy Bee
For the toddler facing their first big transition, this reassuring story validates the jitters of daycare drop-off and p
Ages 2–4
Stinky Stewie Starts School
Bobbi Burns
For the child who feels like they do not quite fit in or has unique habits that make them nervous about the first day of
Ages 3–7
Orion & Zara Go Back to School!
Marianne Vanella
For the child feeling nervous about their big first day: join Orion and Zara as they navigate morning routines and turn
Ages 3–7
Chel & Riley Go Back to School
Wm Matthew Graphman
For the child who feels butterflies in their tummy about the first day of school or starting a new grade.
Ages 4–8
My First Day of School
Nancy J. Skarmeas
For the preschooler or toddler who feels nervous about big transitions, this gentle story walks through the school day t
Ages 2–5
Pinky the Dog's First Day Back to School
Nadia Sadat
For the child feeling a mix of jitters and joy about the classroom, this story helps little ones navigate the transition
Ages 3–6
Alex and Mary's First Day of School
Ravikumar Selvaraj
For the child feeling nervous about their very first classroom experience. This gentle story helps transition from home
Ages 3–6
Twas the Night Before the Day of Kindergarten
Leota C Ray
For the child feeling the 'big kid' jitters, this soothing rhyming story turns first-day nerves into a cozy, familiar be
Ages 4–6
Kindergarten Back to School
Flynn Eamon
For the child feeling a mix of butterflies and excitement about their first day. This gentle guide walks through the new
Ages 4–6
Mittens and the Wobbly Worry
Khadija Belboukhari
For the child feeling nervous about their first day of school, this sweet story offers gentle strategies to calm the 'wo
Ages 3–7
Anxious Memi and little Leo
G.B. Childling
For the child feeling big worries about new beginnings. Memi and her loyal stuffed lion, Leo, show how a little bravery
Ages 3–7
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