Book Series · 10 Books

The Kissing Hand Books

In order from The Kissing Hand to Chester Raccoon and the Almost Perfect Sleepover.

Audrey Penn's Chester Raccoon stories give young children a comforting language for separation, family changes, friendship, bravery, grief, and other big feelings.

Reviewed by the Bookroo Editors Updated

The Kissing Hand
A Pocket Full of Kisses
A Kiss Goodbye
Chester Raccoon and the Big Bad Bully
Chester Raccoon and the Acorn Full of Memories
Reading order

How to Read The Kissing Hand Books

The ten books are shown in publication order. Begin with The Kissing Hand to learn Mrs. Raccoon's reassuring family ritual; the later stories reuse that secure relationship while addressing different childhood transitions.

The full picture books explore a particular challenge, while A Bedtime Kiss, A Color Game, and A Kissing Hand for Chester Raccoon are shorter board books for younger children. They are companions, not required chapters in one continuous plot.

Sources: Tanglewood's Kissing Hand series page.

For parents

What Parents Should Know

The series is designed for talking through common worries. Topics include starting school, a new sibling, moving, bullying, a loved one's death, sleeping away from home, and trying something frightening.

The treatment is gentle and adult support is always present. Chester may feel jealous, sad, worried, or scared, but each book closes with reassurance and a practical way to feel connected or capable.

Where the story begins

First Book in the Series

The Kissing Hand
Sale price
$1797
Book #1 · Picture Book · Ages 3–8 · 1993

The Kissing Hand

By Audrey Penn, Ruth Harper (Illustrator)

A young raccoon learns to cope with going to school for the first time.

30 pages· 457 words· Est. 4 min read-aloud
5.8/7 Bookroo
$18.99Save 5%
Hardcover
Summary: Chester Raccoon dreads his first day of school, but his mother has a special secret to share. With the Kissing Hand, Chester can carry her love wherever he goes. Will this magical gesture ease his fears and help him face the unknown? Discover how a simple touch can transform a daunting journey into a heartwarming adventure.
In reading order

The Kissing Hand Series

10 books · Published 1993–2017

#1
Sale price
$1797

The Kissing Hand

Picture Book · Ages 3–8 · 1993

A young raccoon learns to cope with going to school for the first time.

#2
Sale price
$958

A Pocket Full of Kisses

Picture Book · Ages 4–8 · 2004

Chester Raccoon struggles with jealousy as he learns to share his mother's love with a new sibling.

#3
Sale price
$1597

A Kiss Goodbye

Picture Book · Ages 3–8 · 2007

Chester must leave his beloved home. Can a new place ever feel the same?

Good to know

Common Questions

How many books are in the Kissing Hand series?

There are 10 books in the Kissing Hand series. It began with The Kissing Hand in 1993, and the newest book, Chester Raccoon and the Almost Perfect Sleepover, was published in 2017.

What order should you read the Kissing Hand books in?

Start with The Kissing Hand and follow the series order — the books above are numbered #1 through #10.

What ages are the Kissing Hand books best for?

The series is best for ages 0–8, based on the age ranges of the individual books.

The people

The Creatives Behind the Books

The people who bring The Kissing Hand to life.

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