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Books to help children feel more confident and brave about starting kindergarten.
— 727 books
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I Have a Question
Andrew Arnold
For the child who has a burning question but feels paralyzed by the thought of raising their hand in a quiet classroom.
Ages 4–8
The Night Before First Grade
Natasha Wing
For the child who is nervous about beginning a new grade and worries about being separated from their best friend in the
Ages 4–7
Birdie's First Day of School
Jess Sanders
For the child who is feeling anxious about their very first day of school and needs a fashionable boost of confidence to
Ages 3–6
My New School
Harriet Hains
For the preschooler feeling nervous about their upcoming first day: real-life photographs show exactly what to expect wh
Ages 2–5
Huggly Goes to School
Tedd Arnold
For the child feeling nervous about their first day, this silly monster's-eye view of a classroom turns school jitters i
Ages 4–8
That Dreadful Day
James Stevenson
For the child feeling nervous about their first day of school, this silly tall tale uses humor and a grandpa's wild imag
Ages 4–8
Ramona the Pest
Beverly Cleary
For the child who is both excited and terrified about the first day of school, Ramona's relatable mishaps offer comfort
Ages 5–9
Look, There's a Hippopotamus in the Playground Eating Cake
Hazel Edwards
For the child who uses imagination to find courage, this classic story shows how a secret, cake-eating hippopotamus help
Ages 3–6
Amanda Pig, Schoolgirl
Jean Van Leeuwen
For the child feeling both big and small as they head toward the bus stop for the first time, this gentle story mirrors
Ages 4–7
School Days
Sarah L. Schuette
For the little one feeling nervous about what happens behind school doors, this friendly guide breaks down the daily rou
Ages 4–7
Ear, Nose, and Throat Surgery for Kids
Betty Nguyen, Brandon Pham, Lauren Michelle
For the child feeling nervous about an upcoming procedure, this guide demystifies the hospital experience with gentle ex
Ages 3–8
Let’s Play! A Book About Making Friends
Amanda McCardie
For the child who feels shy or lonely in a new crowd, this gentle story shows how small acts of kindness can build the b
Ages 3–7
Five Days Till Summer
Kate McMullan
For the child feeling nervous about the upcoming school year or hearing scary rumors about a strict new teacher.
Ages 5–8
Going to Playschool
Sarah Garland
For the toddler preparing for their first day away from home, this gentle walk-through of a typical day at playschool tu
Ages 2–5
Busy Preschool
Jo Lodge
For the little one feeling nervous or curious about their new routine, this interactive school day walkthrough builds co
Ages 2–5
Manners on the School Bus
Amanda Doering Tourville
For the child preparing to ride the bus for the first time, this helpful guide offers clear steps for a safe and respect
Ages 4–7
Tool School
Joan Holub
For the child feeling nervous about their first day or struggling to share with others. This playful story turns first-d
Ages 3–5
Tessa the Teacher
Felicity Brooks
For the child who is nervous about starting school or curious about what their teacher does all day, this gentle story d
Ages 3–6
Three-Star Billy
Pat Hutchins
For the child who uses big behaviors to signal they are not ready for a new environment. This gentle story helps reframe
Ages 3–6
A Love Story
Nancy Rose
Help ease the transition into a new school year with this charming look at the hard work and heart that go into preparin
Ages 3–6
Who Will Go to Kindergarten Today?
Karl Rühmann
For the child who feels hesitant about starting school and wishes they could stay home while their favorite toy takes th
Ages 3–6
Be a Star, Wonder Woman!
Michael Dahl
For the child who needs a boost of confidence to face the school day, showing how ordinary playground courage is just li
Ages 4–7
Harriet's Recital
Nancy L. Carlson
For the child who has butterflies in their stomach before a big performance or worry about making a mistake in front of
Ages 4–8
Meet the New Class
Jennifer Fox
For the child feeling those first day jitters, join Fancy Nancy as she meets her new classmates and discovers the joys o
Ages 4–7
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