Whether it’s the first day of kindergarten, the first day at a new school or the return to a familiar classroom or school, back-to-school season is filled with big feelings: excitement, nervousness, curiosity—and sometimes a few butterflies. The right picture book can ease those nerves and spark great conversations.
Here are 10 delightful and heartwarming back-to-school picture books to read with your kids as they get ready for the new school year.
1. The Kissing Hand by Audrey Penn
A perennial favorite, this gentle story about a raccoon named Chester heading off to school for the first time speaks to the heart of separation anxiety. Mama Raccoon’s “kissing hand” offers a beautiful symbol of connection that stays with children all day.
Perfect for: Preschool and kindergarteners nervous about leaving home.
2. First Day Jitters by Julie Danneberg
Sarah Jane is dreading the first day at a new school—and there’s a fun surprise twist at the end that will leave kids giggling. This clever story reassures kids that even adults get nervous sometimes.
Perfect for: Kids transitioning to a new school or grade.
3. We Don’t Eat Our Classmates by Ryan T. Higgins
Penelope Rex is a T. rex starting school with human classmates. The only problem? She wants to eat them! A hilarious (and surprisingly touching) story about learning empathy and making friends.
Perfect for: Ages 4–7, especially kids with a quirky sense of humor.
4. All Are Welcome by Alexandra Penfold, illustrated by Suzanne Kaufman
This joyful, inclusive book celebrates a classroom where everyone belongs, no matter their background or ability. The rhythmic text and bright illustrations send a powerful message of kindness and community.
Perfect for: Every child—it’s a beautiful reminder of acceptance.
5. School’s First Day of School by Adam Rex, illustrated by Christian Robinson
This charming twist on the first-day narrative is told from the perspective of a newly built school experiencing its own set of jitters. A great way to help kids empathize and giggle at the same time.
Perfect for: Ages 5–8 who are curious or anxious about what school will be like.
6. Lena’s Shoes Are Nervous: A First-Day-of-School Dilemma by Keith Calabrese
Lena is ready for school—but her shoes are nervous. This gentle, imaginative story gives kids a great language for talking about their own feelings.
Perfect for: Younger elementary students who need help naming emotions.
7. The Day You Begin by Jacqueline Woodson, illustrated by Rafael López
A poetic, uplifting story about feeling different and finding your voice, this book is perfect for any child walking into a space where they’re not sure they’ll fit in.
Perfect for: Building empathy, confidence, and courage.
8. If You Take a Mouse to School by Laura Numeroff, illustrated by Felicia Bond
Part of the beloved “If You Give…” series, this playful tale follows a mouse on a chaotic journey through a school day. Silly, energetic, and great for getting kids curious about school routines.
Perfect for: Pre-K to grade 1, especially fans of circular storytelling.
9. Butterflies on the First Day of School by Annie Silvestro, illustrated by Dream Chen
Rosie is nervous about her first day—so nervous she feels butterflies in her stomach. But as she starts to make friends, those butterflies begin to flutter away.
Perfect for: A gentle, metaphor-rich way to talk about nerves and bravery.
10. The Pigeon HAS to Go to School! by Mo Willems
The famously dramatic pigeon is not ready for school—and he’s got lots of excuses. Mo Willems’ humor and expressive illustrations make this a laugh-out-loud favorite.
Perfect for: Kids who love humor (and a little drama).
Final Thoughts
Reading back-to-school picture books together can help kids process their emotions, build excitement, and feel more prepared for the year ahead. Whether you’re preparing a first-time kindergartener or simply easing into a new routine, these stories offer comfort, encouragement, and fun.
So, snuggle up, grab a few of these gems from your local library or bookstore, and start the school year off with the best kind of learning: reading together.
Whole Heartily 