At times, even the bravest children get nervous when big changes are ahead. For littles with the first day of kindergarten looming ahead, it’s quite normal to expect some jitters and anxiety to rear their heads. Our adorable collection of books is just the thing to help them get excited whilst reducing their fears. Jump right in to find the perfect read to comfort your kiddos!
1. The Night Before Kindergarten by Natasha Wing
The melodic rhyme of any “The Night Before” story is a classic bedtime treat. This story follows kids as they get their bags ready and try to get some shut-eye as they are filled with excitement for the next day, the first day of kindergarten!
Learn More: Amazon
2. The Berenstain Bears Go To School by Stan & Jan Berenstain
The Berensteins are back with another fun-filled adventure. This time, all the kids are heading off to school- Sister Bear included! She is very nervous about her first day at kindergarten, but Brother Bear is there to comfort her every step of the way.
Learn More: Amazon
3. WooHoo! I’m Ready for Kindergarten! by Brenda Li
This adorable book will help your kiddos get a better idea of what a traditional kindergarten routine looks like. It covers everything from morning to lunchtime, making friends, and even getting picked up by Mom and Dad after a fun-filled day.
Learn More: Amazon
4. On the First Day of Kindergarten by Tish Rabe
Share this book with kids who have first-day-of-school jitters to show them that the classroom isn’t such a scary place after all. The book is adapted from the classic “12 Days of Christmas” and perfectly maps out what your young ones can expect on their first day.
Learn More: Amazon
5. A Letter From Your Teacher On The First Day of School by Shannon Olsen
This heartwarming book is written from a teacher’s perspective and is the perfect way to show kids just how much love their teacher has to give. After this read, there’s no way they’ll be nervous about meeting their new teacher!
Learn More: Amazon
6. The Queen of Kindergarten by Derrick Barnes and Venessa Brantley-Newton
Love and kindness are the order of the day at MJ’s kindergarten. Armed with new braids and her mom’s sparkly tiara, MJ is ready to have fun and be kind to her new friends.
Learn More: Amazon
7. The Day You Begin by Jaqueline Woodson
Starting a new adventure in kindergarten can be rather scary, but it doesn’t have to be! This read teaches kids how to feel confident in who they are and reminds them that 9 times out of 10, their uniqueness will be celebrated in new environments.
Learn more: Amazon
8. Little Critter: First Day of School by Mercer Mayer
The nostalgia-filled Little Critter adventures are perfect for parents and kids to enjoy together. As you read, your kiddos can lift the flaps to see what Little Critter has prepared for his first day of school.
Learn More: Amazon
9. Benny the Brave in The First Day Jitters by Julie Anne and Darren Penn
Whether you’re on planet Earth or a faraway planet, the first day of school may seem rather scary. With Team Supercrew at your little’s side, it doesn’t have to be! In this read, Benny the Brave shows Sarah how to be brave and face any challenge head-on.
Learn More: Amazon
10. Kindergarten, Here I Come! by D.J Steinberg
This clever picture book takes kids on a journey through all the big milestones of kindergarten. It’s perfect for the first day but also includes fun rhymes about the first field trip, the 100th day of school, graduation, and more!
Learn More: Amazon
11. How To Be Kind In Kindergarten by D.J. Steinberg
Here, Steinberg presents another collection of poems that teach kids how to be kind in their new environment. To do so, they’ll need to share, be themselves, and help offer help to their friends.
Learn More: Amazon
12. Clifford Goes to Kindergarten by Norman Bridwell
The fun adventures of Clifford remains a favorite for readers both young and old. Emily’s teacher says that they can bring something to school to help them feel comfortable on their first day. Little does she know that Emily is bringing something, or rather someone, rather large and unexpected!
Learn More: Amazon
13. I Am Going To Kindergarten! by Andrea Posner-Sanchez
The Little Golden Book collection includes this darling book that details all the best parts of kindergarten. By reading it, your littles will see what a day in their new class could look like and learn about all the fun things that await them in the process!
Learn More: Amazon
14. KINDergarten: Where Kindness Matters Every Day by Vera Ahiyya
In this fantastic read, your kiddos will be reminded that they already have what it takes to show kindness. Leo’s class makes a kindness pledge and everyone adds an idea on how to show kindness. Leo is sad because he doesn’t think he knows what that means but, at the end of the day, he learns that he already shows a lot of kindness to his classmates.
Learn More: Amazon
15. Our Class Is a Family by Shannon Olsen
When it comes to first-day-of-school books, few are as heartwarming and inclusive as “Our Class Is a Family”. This sweet story depicts how the classroom will be a home away from home and a safe place for kids to be themselves.
Learn More: Amazon
16. First Day Farts by Taco Superboom
First-day anxiety is a very real problem for young ones, but this funny picture book is the perfect cure! It details a sweet story about nerves that will have kids howling from beginning to end.
Learn More: Amazon
17. First Day Jitters by Julie Danneberg
This is the perfect book for children with separation anxiety as it reminds them they aren’t alone and school is nothing to be scared of.
Learn More: Amazon
18. Countdown To Kindergarten by Alison McGhee
Add this to your book list to help nervous kindergarteners get over their anxiety in a heartbeat. The 10-day countdown to the first school day has begun and the book’s main character is in for a treat as she finds out all about what kindergarten holds in store.
Learn More: Amazon
19. Adventure Annie Goes to Kindergarten by Toni Buzzeo
Adventure Annie is a spirited kindergartener that is looking for adventure around every corner. The book culminates in a sweet story about mischief, kindness, and finding joy.
Learn More: Amazon
20. Miss Bindergarten Gets Ready for Kindergarten by Joseph Slate
This lovely story is part kindergarten story and part alphabet book. With classic illustrations and a fun rhyming flow, it’ll have your kids classroom-ready in no time!
Learn More: Amazon
21. Kindergarten Rocks! by Katie Davis
Bright and colorful illustrations bring this lovely story to life. Dexter Dugan is scared of what kindergarten will bring, but his loving 3rd-grade sister talks him through all of his emotions- helping him overcome some of his biggest fears.
Learn More: Amazon
22. Look Out Kindergarten, Here I Come! by Nancy Carlo
Henry is very excited about kindergarten but once he arrives he experiences some early-morning jitters that double his abilities. Luckily, he quickly sees that he is more than capable to face school head-on and he is ready to have tons of fun!
Learn More: Amazon
23. Goodbye Preschool, Hello Kindergarten
Max the duckling has to leave his friends and teachers behind on the last day of preschool and get ready for kindergarten. Help him celebrate this new big milestone and see how he conquers all his nerves!
Learn More: Amazon
24. Ethan’s First Day at Kindergarten by Karin Aaron & Danny Friedman
Your kids might think they don’t have superpowers, but imagination is the most powerful of them all! This creative book encourages kindergarteners to adopt out-the-box thinking to face their biggest fears.
Learn More: Amazon
25. Planet Kindergarten by Sue Ganz-Schmitt
The new world of kindergarten might seem like something from outer space, but brave young adventurers are ready for liftoff! Help your littles navigate every challenge that comes their way by introducing them to this precious book!
Learn More: Amazon
26. The Best Seat in Kindergarten by Katherine Kenah
On the first day of kindergarten, Sam’s class goes on a scavenger hunt to find things for show-and-tell. Sam helps his new friends find some cool items and they all proceed to share in the excitement together.
Learn More: Amazon
27. The Little Book of Kindergarten by Zack Bush and Laurie Friedman
This charming book series is one that your kiddos are bound to revisit countless times in their youth. The kindergarten edition shows little ones what they can expect from the year ahead of them and how much fun kindergarten will actually be!
Learn More: Amazon
28. Off to Kindergarten by Tony Johnston
Infused with childlike wonder, this delightful book captures a boy’s anticipation and whimsy as he prepares for kindergarten- planning to bring along all his cherished toys. Engaging and reassuring, the tale offers a humorous exploration of the anxieties of starting school.
Learn More: Amazon
29. I am Absolutely Too Small for School by Lauren Child
With its tender, imaginative narrative, this book explores Lola’s adamant conviction that she is too small for school. Lola’s quirky worries and older brother Charlie’s patient reassurances form a sweet and reassuring narrative for kindergarten newcomers.
Learn More: Amazon
30. Rocking in My School Shoes by Eric Litwin
Join Pete the Cat on an explorative journey around the school, as he discovers the joys lurking around every corner! Litwin’s lively storytelling and rhythmic text, combined with vivid illustrations, create an engaging introduction to the school environment for all newbies.
Learn More: Amazon
31. The Kissing Hand by Audrey Penn
A heartwarming tale that embraces the anxiety of separation, this book introduces Chester Raccoon who learns a special secret to help ease his worries. The narrative, filled with the comforting imagery of the forest and the soothing love of Chester’s mom, offers reassurance to children who may be scared about facing their new school journey.
Learn More: Amazon
32. Is Your Buffalo Ready for Kindergarten? by Audrey Vernick
In a blend of whimsical humor and heart, this narrative speculates whether a buffalo could navigate the activities of a kindergarten class. This unusual perspective helps familiarize children with school routines in a playful, non-threatening manner- making it a perfect read for kiddos who are prepping for an upcoming kindergarten adventure.
Learn More: Amazon
33. The Pigeon HAS to Go to School! by Mo Willems
Infused with Willems’ signature humor and wit, this story presents a determined pigeon who resists the idea of starting school. Pigeon’s monologue, full of wild imagination and hilarious exaggeration, playfully validates children’s fears about school.
Learn More: Amazon
34. Do I Have to Go to School? A First Look at Starting School by Pat Thomas
Taking an informative approach, this book addresses various worries and questions about starting school. Its straightforward narrative and simple language offer a calming and factual perspective making it a helpful resource for nervous children and parents alike.
Learn More: Amazon
35. The Pirate of Kindergarten by George Ella Lyon
A tale of resilience and self-acceptance, this book follows Ginny who, due to her double vision, sees the world differently. A special eye patch turns Ginny into the Pirate of Kindergarten- offering comfort and encouragement to children facing similar challenges.
Learn More: Amazon
36. How to Get Your Teacher Ready by Jean Reagan
This fun-filled, role-reversal story offers a unique perspective! It shows students how they can help their teacher prepare for various school events. The narrative is packed with humor and warmth, making the transition to school seem like nothing short of an exciting adventure!
Learn More: Amazon
37. Wemberly Worried by Kevin Henkes
Wemberly, a worrier by nature, is particularly concerned about her first day of nursery school. This compassionate narrative teaches anxious children that they aren’t alone in their worries- offering all-round comfort and understanding.
Learn More: Amazon
38. Welcome to Kindergarten by Anne Rockwell
A soothing introduction to the world of kindergarten, this narrative follows a young boy exploring his soon-to-be classroom. Full of warmth and welcome, it’s a cheerful tour through various school activities that’s sure to ease any first-day jitters!
Learn More: Amazon
39. I Love You All Day Long by Francesca Rusackas
This is a sweet, comforting tale that assures children that their parents’ love will follow them wherever they go. It’s perfect for those grappling with separation anxiety as the narrative portrays a day at school surrounded by the warm embrace of parental love.
Learn More: Amazon
40. Mom, It’s My First Day of Kindergarten! by Hyewon Yum
This story uniquely presents the first day of school from the perspective of both a child and a parent- showing the nervousness that both might experience. Yum’s narrative is both touching and insightful and helps to normalize these shared feelings.
Learn More: Amazon
41. David Goes To School by David Shannon
David, known for his mischievous antics, takes readers on a fun-filled journey of discovering the rules and routines of school. The narrative, while entertaining, also reassures your kiddos that it’s okay to make mistakes when learning something new.
Learn More: Amazon
42. The Brand New Kid by Katie Couric
This empathetic narrative follows Lazlo, a new kid who initially struggles to fit in. Through the kindness of two classmates, Lazlo finds acceptance- making this an important read about inclusivity and compassion in the classroom.
Learn More: Amazon
43. Mouse’s First Day of School by Lauren Thompson
Follow Mouse on a charming adventure through an empty school as he discovers various objects and activities. With its gentle narrative and friendly protagonist, the story encourages young readers to be brave when facing new experiences.
Learn More: Amazon
44. It’s Hard to Be Five: Learning How to Work My Control Panel by Jamie Lee Curtis
This book takes children on an empathetic journey through the trials and triumphs of being five years old. The protagonist grapples with the challenges of starting school- learning to behave, and operating their “control panel”. The book is filled with vibrant illustrations and engaging texts; making it an ideal read for kindergarteners who are navigating similar experiences.
Learn More: Amazon
45. Ready, Set, Preschool! by Anna Jane Hays
This tale takes young readers through a series of school-related activities and experiences. From parting with parents at drop-off to learning to share toys and take turns, this book offers an exciting and comprehensive insight into the preschool experience.
Learn More: Amazon
46. The Smallest Girl in the Smallest Grade by Justin Roberts
This inspiring story revolves around a diminutive girl who may be small in size but possesses a colossal spirit. Even as the smallest girl in the smallest grade, she shows that her voice matters- reminding us that standing up for what’s right can lead to significant change.
Learn More: Amazon
47. Dad’s First Day by Mike Wohnoutka
In a delightful twist, this narrative follows a father who’s more jittery about his child’s first day of school than his child is. The book playfully captures parents’ anxieties- offering a humorous yet reassuring read for children about to embark on their own school journey.
Learn More: Amazon
48. My First Day at Nursery School by Becky Edwards
This endearing tale chronicles a little girl’s initial day at nursery school. It deftly illustrates her journey from apprehension to confidence; capturing the joy and excitement she experiences as she familiarizes herself with her new environment.
Learn More: Amazon
49. B. Bear and Lolly: Off to School by A.A. Livingston
This is a comforting narrative that tells the story of B. Bear and his best buddy Lolly. They brave their first day of school together and provide readers with an engaging look at the anticipation, preparation, and reassurance that can accompany this significant milestone.
Learn More: Amazon
50. Tom Goes to Kindergarten by Margaret Wild
This engaging book illustrates the journey of a young boy named Tom who is apprehensive about attending kindergarten. The story beautifully narrates his transition as he seeks reassurance from his parents and gradually realizes that kindergarten can be an exciting and enjoyable place.
Learn More: Amazon
51. Don’t Go! by Jane Breskin Zalben
In this warm and inspiring story, a little boy is convinced that he will have more fun at home than at kindergarten. The plot unfolds as he discovers the delightful experiences of making new friends and acquiring new knowledge- transforming his initial apprehension into joy!
Learn More: Amazon
52. Milk Goes to School by Terry Border
This is a delightful and insightful tale about Milk who believes she’s superior to others. The narrative explores Milk’s journey of self-discovery and, in doing so, highlights how humility and kindness can lead to better friendships and improved self-esteem.
Learn More: Amazon
53. School’s First Day of School by Adam Rex
This imaginative book turns the traditional narrative of first-day-of-school anxiety on its head by presenting the story from the school’s perspective. The school’s nervousness about its first day is creatively used to offer solace and comfort to children who may feel apprehensive about starting school.
Learn More: Amazon
54. Franklin Goes to School by Paulette Bourgeois
This captivating story revolves around Franklin, a character full of excitement and a dash of nervousness about his first day of school. The story beautifully portrays how Franklin overcomes his fears by showcasing his talents and assisting his peers; transforming his anxiety into confidence.
Learn More: Amazon
55. Chrysanthemum by Kevin Henkes
Chrysanthemum is a heartfelt tale of a girl who adores her unique name until she starts school and faces mockery from her peers. The story unravels a powerful message about accepting oneself and valuing individuality.
Learn More: Amazon
56. The Twelve Days of Kindergarten: A Counting Book by Deborah Lee Rose
This educational yet engaging book is perfect for those embarking on their kindergarten journey. Along with soothing first-day nerves, it offers a fun introduction to counting! The book outlines various school activities that are set to the melody of the iconic Christmas carol, “The Twelve Days of Christmas.”
Learn More: Amazon
57. My First Day by Phung Nguyen Quang
Set against the backdrop of a floating village in Vietnam, this compelling story focuses on a brave young boy’s journey across a river to reach his school. The narrative, complemented by breathtaking illustrations, beautifully captures his determination and courage.
Learn More: Amazon
58. Jake Starts School by Michael Wright
Jake’s story centers around his anxiety on the first day of school, which is so intense that he clings to his parents. The book humorously describes the innovative ways in which his teacher tries to engage him; making it an entertaining and comforting read for children facing similar fears.
Learn More: Amazon
59. Little School by Beth Norling
This book offers a delightful sneak peek into the daily routine of a school day. It follows twenty little students, each with their unique emotions and responses, as they venture into their very first full day of school. In doing so, the narrative makes the unknown seem more familiar and less daunting.
Learn More: Amazon
60. Monstergarten by Daniel J. Mahoney
Monstergarten chronicles the adventure of Patrick and Kevin, two monsters preparing for their first day at Monstergarten. The narrative, filled with humor and reassurance, illustrates that stepping into school is a significant milestone for everyone, even for monsters!
Learn More: Amazon
61. I’m Going to Crush Kindergarten by Sonica Ellis
This book narrates the story of Mack- a fiery little guy who’s ready to tackle Kindergarten! With comforting words, Mack will help your little ones unearth what to expect from their upcoming adventure and feel confident about the year ahead.
Learn More: Amazon
62. Nibbles: A Green Tale by Charlotte Middleton
Nibbles the guinea pig is worried about his first day at kindergarten. This story tackles common fears that children may have about starting school by offering a blend of humor and reassurance; helping them to understand and navigate their feelings.
Learn More: Amazon
63. I Got the School Spirit by Connie Schofield-Morrison
This vibrant book follows a young girl as she exudes school spirit on her first day of school. It chronicles her experiences from packing her backpack and riding the bus to making new friends and participating actively in school- inspiring children to be enthusiastic about learning.
Learn More: Amazon
64. Kindergarten Countdown by Anna Jane Hays
This playful book employs a countdown to build anticipation for the first day of kindergarten. The narrative follows a little girl who celebrates each of the seven days leading to the big day with a new activity, fostering excitement and readiness for school.
Learn More: Amazon
40 Science-Based Board Games To Foster Intrigue & Learning