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Books to help children feel more confident and brave about starting kindergarten.
— 249 books
Jazzbo Goes to School
Matt Novak
For the child who feels nervous about big changes, this gentle story follows a young bear as he discovers that finding t
Ages 3–5
The Librarian from the Black Lagoon
Mike Thaler
For the child who is nervous about a new class or school professional. This funny story turns big fears into silly giggl
Ages 5–8
The Invisible String Backpack
Patrice Karst
For the child feeling nervous about the first day of school, this book offers a comforting mental toolkit for managing b
Ages 4–8
I Don't Want to Go Back to School
Marisabina Russo
For the child feeling nervous about moving up to second grade or listening to a sibling's tall tales about how hard scho
Ages 5–8
Junie B. Jones and the Stupid Smelly Bus
Barbara Park
For the child who is feeling nervous about the noisy school bus or the big changes of starting kindergarten for the firs
Ages 6–9
Hank and Oogie
Nicki Weiss
For children learning to separate from beloved comfort objects or feeling anxious about starting school, this story gent
Ages 4–7
Mrs. Mudgie and Mr. James
Judith Hollands
For the child who struggles with change and the anxiety of a new teacher or babysitter. This gentle story helps kids nav
Ages 6–9
Little Dracula Goes to School
Martin Waddell
For the child who is feeling jittery about their first day of school. Little Dracula's spooky school day proves that eve
Ages 4–7
Oliver Pig at School
Jean Van Leeuwen
For the child feeling those first-day jitters, this gentle story follows Oliver Pig as he navigates the big feelings of
Ages 5–8
Spider School
Francesca Simon
For the child feeling anxious about starting a new school, this imaginative tale uses dark humor to transform typical fi
Ages 4–8
First Friend
Christobel Mattingley
For the child feeling nervous about the big transition to school and the social landscape of making new friends for the
Ages 5–8
My Friend Harry
Kim Lewis
For the child who finds courage in a favorite toy. This gentle story validates the comfort of a security object during l
Ages 2–6
Arthur's Teacher Trouble
Marc Brown
For the child who is nervous about a new school year or worried their teacher might be too tough.
Ages 4–8
Kitty vs. Kindergarten
Martha Freeman
For the child who thrives on routine and feels a bit anxious about the 'big' changes that come with starting school.
Ages 5–7
At Preschool with Teddy Bear
Jacqueline McQuade
For the child feeling nervous about their very first day of school, this soothing story shows how a big milestone can le
Ages 2–5
Shy Robin and the First Day of School
Jaime Kim
For the child who feels small in big crowds, this story shows how a secret 'superhero' persona can help turn first-day j
Ages 3–7
Planet Kindergarten
Sue Ganz-Schmitt
For the child who feels like kindergarten is a leap into the unknown, this cosmic adventure turns first-day jitters into
Ages 3–6
The Rattlesnake who Went to School
Craig Kee Strete
For the child who uses play to feel brave. A young boy finds a creative way to navigate the nerves of his first day by i
Ages 4–8
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
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
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