Penny Draws Series Order: The Complete Guide to the Illustrated Series

Attention tween readers who love illustrated chapter books as you’re going to want to check out the new Penny Draw series to meet this rambunctious fifth grader and her drawing capabilities.

This book list gives you all the Penny Draws books in order so that you can binge-read the entire series.

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Penny Draws Series in Order:

Penny Draws Books in Order With Publisher Descriptions:

Penny Draws a Best Friend is book one in the Penny Draws series. Check out the entire book list of all the Penny Draws books in order on book blog, We Read Tween Books.

Penny Draws a Best Friend
by Sara Shepard

Penny Draws Book 1

Why does the cubby room always smell like farts? Who etched the words “I Am Bug Man” inside my desk? Why is Mom suddenly acting like she has a secret?

Nobody said starting fifth grade would be easy, and Penny Lowry’s anxiety means a million questions are always spinning through her thoughts. Luckily she’s got a lot to look forward to, like her favorite after-school activity, Art Club, and seeing her best friend Violet again after spending the whole summer apart.

The thing is, Violet has been acting weird ever since she got back. She never wants to hang out anymore, says Art Club is for babies, and spends all her time with Riley, the meanest girl in school. Did Penny do something wrong? And if she did, can she undo it?

Penny Draws a School Play is book two in the Penny Draws series. Check out the entire book list of all the Penny Draws books in order on book blog, We Read Tween Books.

Penny Draws a School Play
by Sara Shepard

Penny Draws Book 2

Halfway through the fifth grade, Penny Lowry is discovering that things are actually going . . . okay! With her friends Maria, Kristian, and Rocco on her side, and her lovable dog Cosmo, she can make it through anything. And when her anxiety comes back, there’s always her doodling, or talking to Mrs. Hines, the Feelings Teacher.

But big change is around the corner: Penny’s family is moving to a new house, her mom is about to give birth to twins, and most stressful of all, she’s been tapped for a role in her class play! 

Rolling with life’s surprises isn’t Penny’s strength. But she’s learning . . . one doodle at a time!

Penny Draws a Secret Adventure is book three in the Penny Draws series. Check out the entire book list of all the Penny Draws books in order on book blog, We Read Tween Books.

Penny Draws a Secret Adventure
by Sara Shepard

Penny Draws Book 3

Little by little, Penny Lowry is making it through the fifth grade—with a bit of help from her friends Maria, Kristian, and Rocco, as well as her lovable dog Cosmo. And there’s a lot of change to deal with this year! Penny’s newborn twin brother and sister have everyone in her family on their last nerve with their crying.

Her friends Maria and Chloe are spending a lot of time together without inviting Penny along, making her worry they might be getting tired of her. And on top of everything, Penny and her friends discover a very old map in her attic that sends them on a wild scavenger hunt all over town in search of treasure!

Can Penny get her worries about her friends and family under control, and lead her group of friends to find the hidden treasure?

Penny Draws a Class Trip is book four in the Penny Draws series. Check out the entire book list of all the Penny Draws books in order on book blog, We Read Tween Books.

Penny Draws a Class Trip
by Sara Shepard

Penny Draws Book 4

When fifth grader Penny Lowry and her classmates get invited to go to New York City for a weekend hosted by Billy J. Plumberry, the famous author her school is named for, Penny finds a lot to worry about. After all, isn’t the city full of aggressive bike messengers ready to run kids over? And what if she gets stuck in an elevator for life? Not to mention all the pianos falling out of windows everywhere!

On the other hand, what if it might actually be fun to explore an exciting new place with some of her best friends?

When it soon becomes clear Billy J. Plumberry has a few surprises in store, can Penny find a way to face her fears—and her worries—in the biggest, bustling-est place she’s ever been?

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Check out the complete guide to Penny Draws series in order on We Read Tween Books if your tween reader loves illustrated chapter books.

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