Book Series · 6 Books

Penny Draws Books

In order from Penny Draws a Best Friend to Penny Draws a First Crush.

Where the story begins

First Book in the Series

Sale price

$1398

Book #1 · Chapter Book · Ages 8–12 · 2023

Penny Draws a Best Friend

By Sara Shepard

Fifth grade brings mystery and friendship challenges for Penny. Can she navigate anxiety and find her true friends?

272 pages· 27,000 words· Est. 4 hour read

$14.99Save 7%

Hardcover

Summary: Penny Lowry faces the chaos of fifth grade with a million questions swirling in her anxious mind. Her best friend Violet is acting distant, preferring the company of the school's meanest girl. As Penny navigates the mysteries of a smelly cubby room and a secretive mom, she wonders if she can mend her friendship with Violet. Will Penny find a way to manage her anxiety and discover who her real friends are? Dive into this humorous and heartfelt journey of friendship and self-discovery.

The complete set

Penny Draws Series

6 books · Published 2023–2025

Series

Sale price

$1398

Penny Draws a Best Friend

Chapter Book · Ages 8–12 · 2023

Fifth grade brings mystery and friendship challenges for Penny. Can she navigate anxiety and find her true friends?

Series

Sale price

$1398

Penny Draws a School Play

Chapter Book · Ages 8–12 · 2023

A young girl faces big changes and anxiety, finding solace in doodles.

Series

Graphic Nov.

Sale price

$1398

Penny Draws a Secret Adventure

Chapter Book · Ages 8–12 · 2024

A girl navigates friendship and family chaos while hunting for treasure with an old map.

Series

Sale price

$1398

Penny Draws a Class Trip

Chapter Book · Ages 8–12 · 2024

A girl faces her fears on a thrilling trip to New York City.

#5 in Series

Sale price

$1398

Penny Draws a Team Sport

Chapter Book · Ages 8–12 · 2025

A girl faces her fears in a televised pickleball tournament.

#6 in Series

Sale price

$1398

Penny Draws a First Crush

Chapter Book · Ages 8–12 · 2025

A mysterious note and etiquette class challenge a young girl's readiness to grow up.

Good to know

Common Questions

How many books are in the Penny Draws series?

There are 6 books in the Penny Draws series. It began with Penny Draws a Best Friend in 2023, and the newest book, Penny Draws a First Crush, was published in 2025.