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Best Hat Books Ever

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There are two things in this world that you will almost always find on me, a hat and a book. So, why not put the two together? Wear a hat while reading a book. Wear a hat while reading this. Just hold a hat. It doesn’t matter what kind. It can be paper, or cloth, or borrowed, or old, a princess hat, a businessman’s hat, any kind of hat. Hats transform the wearer and become a point of departure for all kinds of storytelling. Below I’ve listed a few of my favorite hat books (I recommend wearing a hat while reading them).

Caps for Sale: A Tale of a Peddler, Some Monkeys and Their Monkey Business Cover Image
$17.99
ISBN: 9780201091472
Availability: Usually Ships in 1-5 Days
Published: HarperCollins - September 1st, 2015

One very quirky hat salesman runs into some literal monkey business in this classic children’s tale.


I Want My Hat Back Cover Image
By Jon Klassen, Jon Klassen (Illustrator)
$16.99
ISBN: 9780763655983
Availability: Usually Ships in 1-5 Days
Published: Candlewick Press (MA) - September 27th, 2011

This is the epic of hat tales. In the first installation we learn how attached one bear is to his hat, and the perils of being a hat thief. The second tells the story from a thief’s perspective, and in the third, we finally see the compromise two friends can make when it comes to facing the challenge of sharing a single hat. All the books are beautifully and simply illustrated. Jon Klassen’s simple and striking lines work well with the images to create a strong and funny dialogue with the reader. Consider these new classics.


Go, Dog. Go! Cover Image
$9.99
ISBN: 9780394800202
Availability: Usually Ships in 1-5 Days
Published: Random House Books for Young Readers - March 12th, 1961

While this isn’t about hats exclusively, it features the recurring, “Do you like my hat?” Spoiler alert: he doesn’t like her hat! As the dogs go here, there and everywhere, she continues to pop up with the ever important, “Do you like my hat?” Readers have to make it to the end of the book to see just what type of hat finally elicits a different response.


The 500 Hats of Bartholomew Cubbins Cover Image
By Seuss
$16.99
ISBN: 9780394844848
Availability: Usually Ships in 1-5 Days
Published: Random House Books for Young Readers - December 9th, 1989

The venerable Seuss brings us this quirky tale of a boy who can’t quite seem to take his hat off. One angry King and much confusion later, there are hats everywhere! Possibly one of the most enjoyable hat fables.


Madeline and the Bad Hat Cover Image
$16.99
ISBN: 9780670446148
Availability: Usually Ships in 1-5 Days
Published: Viking Books for Young Readers - March 8th, 1957

This “bad hat” turns out to be Pepito, one of Madeline’s most memorable friends, but the chaos that ensue before will delight children and adults. Pepito may be a “bad hat”, but the hat on his head is certainly a fine one.


Aunt Flossie's Hats and Crab Cakes Later Cover Image
$7.95
ISBN: 9780395720776
Availability: Backordered
Published: Clarion Books - February 1st, 1995

This title best demonstrates the emotional bond we can find through hats, or other shared physical items.  Great-Great-Aunt Flossie takes young Sarah and Susan on a trip through history both personal and historical when they take turns trying on her hats. It illustrates the beautiful bond between children and their elders, while showing just how important playing dress up can be.


Milo's Hat Trick Cover Image
$17.99
ISBN: 9780735229877
Availability: Usually Ships in 1-5 Days
Published: Dial Books - September 12th, 2017

A new twist on an old tale, and an upcoming release, this tale takes one frustrated magician, two similar looking hats and a helpful bear on a journey filled with comical mishaps. Simple and engaging illustrations accompany the clean storytelling style of Jon Agee.