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The Sweetest Books on Starting School

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Looking for books on starting school? Prepare your child for the exciting journey of starting school with these recommended children’s books. From first-day jitters to making friends and embracing diversity, these stories offer valuable lessons in an engaging way.

The first day of school marks a significant milestone in every child’s life, filled with a mix of excitement and apprehension. To help ease their transition, children’s books on starting school can play a pivotal role in preparing them for this new journey. These stories are not only entertaining but also offer valuable lessons and relatable experiences that can make the beginning of school an adventure to look forward to.

Since my oldest is starting preschool in just a couple of weeks, I’ve curated a list of must-read children’s books that address the excitement and challenges of starting school.

children learning letters with a teacher


1. How can children’s books help in preparing for school?
Children’s books provide relatable scenarios and emotions, helping children understand what to expect and making them feel less alone in their experiences.

2. Are these books suitable for all age groups?
Yes, these books are generally suitable for preschoolers and early elementary school children, though some may be more appropriate for specific age ranges.

3. Can these books also be helpful for parents and teachers?
Absolutely! These books offer insights into children’s emotions and concerns, helping parents and teachers facilitate discussions and address any worries.

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Books on Starting School text with children's blocks

Books on Starting School

The First Day Jitters: Tales of Excitement and Nervousness

Starting school is often accompanied by a whirlwind of emotions. These books capture the essence of the first day nerves and the eventual excitement that follows.

    • Wemberly Worried by Kevin Henkes –Follow Wemberly, a little mouse with big worries, as she navigates her first day at a new school and learns that she’s not alone in feeling nervous.
    • Llama Llama Misses Mama by Anna Dewdney – Join Llama Llama as he experiences separation anxiety on his first day and finds comfort in the warmth of his teacher’s care.
    • First Day Jitters by Julie Danneberg – Sarah Jane’s story will delight and comfort readers nervous about their first day. 

Friendships and New Connections: Navigating Social Waters

Making friends is an essential part of the school experience. These books emphasize the importance of friendships and the connections children can form in school.

      • The Kissing Hand by Audrey Penn – Follow Chester Raccoon as his mother shares a special family tradition to help him carry her love with him wherever he goes.
      • Pete the Cat: Rocking in My School Shoes by James Dean and Eric Litwin – Join Pete the Cat as he explores his new school and discovers that every step can be an adventure.

Building Confidence: Overcoming Challenges and Fears

Conquering fears and challenges is a fundamental aspect of growing up. These books empower children to face their fears head-on.

      • The King of Kindergarten by Derrick Barnes – Join a young boy as he embraces his role as the “king” of kindergarten, approaching the first day with confidence and enthusiasm.
      • Mouse’s First Day of School by Lauren Thompson – Follow Mouse as he embarks on his first day of school, turning a potentially daunting experience into an exciting adventure.
      • The Day You Begin by Jacqueline Woodson – Walking into a new classroom can be intimidating, this book celebrates the courage to connect even when you’re scared.  

As the school bells ring and backpacks are fastened, these sweet children’s books on starting school have the power to transform the unknown into an adventure filled with possibilities. They inspire courage, foster friendships, and instill a sense of belonging that can turn the first day of school into a cherished memory.

Whether your little one is a bundle of nerves or a ball of excitement, these stories will serve as comforting companions, guiding them through the wonderful world of education and growth. So, pick up a book, share a story, and embark on this new chapter hand in hand.

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