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Books to help children feel more confident and brave about starting kindergarten.
— 249 books
Not quite right? Ask our librarian
Ramona the Brave
Beverly Cleary
For the child navigating the big transition to first grade, finding their voice with a strict teacher, and learning that
Ages 6–9
Fergus and Zeke and the Great Farm Field Trip
Kate Messner
For the child who loves field trip day but feels a little nervous about getting lost or separated from the group.
Ages 5–8
First Grade King
Karen Lynn Williams
For the child feeling the first-grade jitters, from the struggle of learning to read to finding the courage to stand up
Ages 6–8
Classroom Capers
Sue Bentley
For the child feeling anxious about an upcoming trip without their best friend by their side.
Ages 6–9
Gaspard and Lisa at the Museum
Anne Gutman
For the little explorer who sometimes gets ahead of the group. A gentle way to talk about staying together and finding y
Ages 3–7
Carlo and the Really Nice Librarian
Jessica Spanyol
For the child who is nervous about visiting the library or meeting new adults in the community. This gentle guide eases
Ages 3–6
Mostly Monty
Johanna Hurwitz
For the child who feels different because of a health condition or shyness, this gentle story follows Monty as he finds
Ages 6–9
School Fever
Brod Bagert
For the student who needs a laugh to shake off those classroom jitters, these high energy poems turn school struggles in
Ages 6–10
Amanda Pig, First Grader
Jean Van Leeuwen
For the child who is nervous about the jump to first grade or frustrated that learning to read isn't happening as fast a
Ages 5–7
Say Cheese!
Lauren Child, Samantha Hill
Lola wants to be perfectly tidy for her first school photo with Charlie, but when she ends up anything but, her clever b
Ages 4–11
You Can!: Kids Empowering Kids
Alexandra Strick
For children navigating the ups and downs of growing up, this inclusive guide offers heartfelt advice from real young pe
Ages 4–8
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
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
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
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
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
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
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