The best fun picture books about Jewish holidays

Why am I passionate about this?

I’m a retired children’s librarian with years of experience choosing books and presenting storytimes. I’m also a picture book author. My first three published picture books were about holidays. I recently served on the Sydney Taylor Book Award committee, so I had the opportunity to read all the Jewish picture books published from 2020-2023. Many were about holidays, and the books I selected are among my favorites because they are fun to read and they express the joy of these celebrations. (And yes, I consider Shabbat to be a holiday!)


I wrote...

Esther's Gragger: A Toyshop Tale of Purim

By Martha Seif Simpson, Durga Yael Bernhard (illustrator),

Book cover of Esther's Gragger: A Toyshop Tale of Purim

What is my book about?

Esther’s brother buys a special gragger for her to spin as she leads the Purim parade. When a bully tries to take it from her, she summons the courage of her biblical namesake to chase him away.

The story takes place in a small Eastern European toyshop about 100 years ago. While Esther’s actions can empower girls to stand up for themselves, the shopkeeper also learns an important lesson about the true spirit of the holiday from his young customer.

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The books I picked & why

Book cover of The Babka Sisters

Martha Seif Simpson Why did I love this book?

It’s about babka! What’s not to like?

I love the clever wordplay in this story. The sisters’ names are Esther and Hester, and their pets are Lester and Chester. Both sisters claim they bake the best babka, and they ask their new neighbor, Sylvester (whose name also rhymes), to judge their friendly competition. Will he choose Esther’s cinnamon-filled babka or Hester’s chocolate-filled one?

I enjoy the sprinkling of Yiddish words (there’s a glossary in the back), the lively illustrations, and Sylvester’s witty resolution. There’s even a recipe for this traditional Jewish bread. A yummy book for Shabbat or any other day!

By Leslea Newman, Tika And Tata Bobokhidze (illustrator),

Why should I read it?

1 author picked The Babka Sisters as one of their favorite books, and they share why you should read it.

What is this book about?

The great babka bake-off is on! Esther and Hester’s new neighbor, Sylvester, will gladly be their babka tester, and decide which sister’s Babka is the best. With cat Lester and dog Chester, the new friends enjoy a delicious Shabbat.


Book cover of Meet the Matzah

Martha Seif Simpson Why did I love this book?

I love this book because it’s full of puns, and the humorous character names reflect the cultures of the various forms of bread they represent. There’s Alfie Koman (a matzah who likes to hide), Mrs. Crust, and classmates Challah Looyah, Naan-cy, Cornelius Tortilla, Burnie Toast, and Loaf Sourdough.

Alfie tries to tell the story of Passover, but Loaf butts in and says that Pha-Roach (not Pharoah) enslaved the Hebrews and a superhero named Mighty Moses brings 10 plagues (including No Wi-fi and Indoor Recess Forever–horrors!)

I cheer when Alfie finally yells, "Let my story go!" and tells the real history. The cartoonish art is hilarious, and the book includes a glossary of Passover terms. This is a fun way to introduce the holiday to Jewish and non-Jewish kids.

By Alan Silberberg,

Why should I read it?

1 author picked Meet the Matzah as one of their favorite books, and they share why you should read it. This book is for kids age 3, 4, and 5.

What is this book about?

From the creator of Meet the Latkes comes the zaniest retelling of the Passover story starring an earnest matzah and his bready friends!

What makes this Passover different from all other Passovers?

Meet Alfie Koman. He's a matzah who really likes to hide. But Alfie also has a great story to tell his class of how the Hebrews fled Egypt to freedom. Too bad Loaf, the school sourdough bully, turns Alfie's Passover story upside-down. A pharaoh who is a giant cockroach? Moses as a mighty superhero? And Ten Plagues that include "No Wi-fi" and "Chocolate-turned-to-broccoli"?

Looks like it's up to…


Book cover of Rosh Hashanah with Uncle Max

Martha Seif Simpson Why did I love this book?

A lot of board books are concept books, but I love this one because there is an actual story, and it’s delightful!

Eccentric Uncle Max visits his relatives and brings fun and laughter as they celebrate the birthday of the world. I like how the joyful illustrations show a diverse family hitting all the holiday highlights–watching the sunset, eating a holiday meal with a round challah, and dipping apples in honey. And, of course, they go to the synagogue to hear the blowing of the shofar.

Although the text is simple, I appreciate how the author explains the Hebrew words. This is a sweet book to introduce toddlers to the Jewish New Year.

By Varda Livney,

Why should I read it?

1 author picked Rosh Hashanah with Uncle Max as one of their favorite books, and they share why you should read it.

What is this book about?

Uncle Max is coming to celebrate Rosh Hashanah, the birthday of the world, with the people he loves. They watch the sun go down, eat their holiday meal, dip challah and apples into honey for a sweet year, and listen to the sound of the shofar.


Book cover of Big Bad Wolf's Yom Kippur

Martha Seif Simpson Why did I love this book?

I’m a big fan of fractured fairy tales, and this book about the Big Bad Wolf repenting on Yom Kippur works really well.

At first, Wolf agrees to go to the synagogue because he thinks it will be a giant lunch buffet. But the rabbi tells the congregants that anyone can become a better person and do good deeds, even Wolf!

love how Wolf revisits the scenes of some of his baddest moments. He helps Little Red Riding Hood care for her sick granny instead of eating them. Rather than blowing down the houses of the three little pigs, he helps them make their homes more secure. Wolf ends up fasting the entire day and is invited to a break fast by his new friends.

I also like the expressive pictures of Wolf as his emotions change throughout the book. This is a great book to teach kids about the practices and meaning of Yom Kippur.

By David Sherrin, Martín Morón (illustrator),

Why should I read it?

1 author picked Big Bad Wolf's Yom Kippur as one of their favorite books, and they share why you should read it. This book is for kids age 6, 7, and 8.

What is this book about?

"This sweet, humorous tale conveys the meaning of this important Jewish holiday in a way that's understandable for children. Its premise proves it's easy to err on the side of good; each of us has kindness within, and it's satisfying to let it show." --Kirkus Reviews


In this fractured fairy tale mash-up that explains the Jewish holiday of Yom Kippur, Bid Bad Wolf struggles to understand whether he has the capacity for change, and in the process discovers friendship among those he once thought of only as tasty snacks.


When Racoon invites the Big Bad Wolf to Yom Kippur services,…


Book cover of Hanukkah Upside Down

Martha Seif Simpson Why did I love this book?

There are so many Hanukkah books, but I especially like this one because it has the unique concept of showing how the holiday is celebrated on opposite sides of the globe.

Noah, who lives in New York, is getting ready for winter break, but his cousin Nora in New Zealand is about to start her summer vacation. They decide to have a contest to compare who has the best time celebrating the eight days and nights of Hanukkah.

I love the charming split-page illustrations that show how their days are different, but that they both light candles eat latkes and sufganiyot, sing songs, say prayers, play dreidel, and get presents in the evening. How wonderful to see that the holiday is universal, no matter where you live!

By Elissa Brent Weissman, Omer Hoffmann (illustrator),

Why should I read it?

1 author picked Hanukkah Upside Down as one of their favorite books, and they share why you should read it. This book is for kids age 4, 5, 6, and 7.

What is this book about?

In this delightfully upside-down holiday story, cousins debate who can celebrate the best Hanukkah from opposite sides of the globe. Eight chances to prove it-may the best cousin win!"You'll have Hanukkah in summer? Talk about backwards.""Your Hanukkah's in winter? You're missing out."From their homes in New York and New Zealand, cousins Noah and Nora decide to have a competition. Winter versus summer: Who can have the world's best Hanukkah? But as the eight nights of Hanukkah go on, the contest proves tougher than they imagined. Even as each cousin celebrates the holiday with their own unique traditions, they realize they…


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Me and The Times: My wild ride from elevator operator to New York Times editor, columnist, and change agent (1967-97)

By Robert W. Stock,

Book cover of Me and The Times: My wild ride from elevator operator to New York Times editor, columnist, and change agent (1967-97)

Robert W. Stock Author Of Me and The Times: My wild ride from elevator operator to New York Times editor, columnist, and change agent (1967-97)

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Why am I passionate about this?

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What is my book about?

Me and The Times offers a fresh perspective on those pre-internet days when the Sunday sections of The New York Times shaped the country’s political and cultural conversation. Starting in 1967, Robert Stock edited seven of those sections over 30 years, innovating and troublemaking all the way.

His memoir is rich in anecdotes and admissions. At The Times, Jan Morris threw a manuscript at him, he shared an embarrassing moment with Jacqueline Kennedy, and he got the paper sued for $1 million. Along the way, Rod Laver challenged Stock to a tennis match, he played a clarinet duet with superstar Richard Stoltzman, and he shared a Mafia-spiced brunch with Jerry Orbach.

Me and The Times: My wild ride from elevator operator to New York Times editor, columnist, and change agent (1967-97)

By Robert W. Stock,

What is this book about?

An intimate, unvarnished look at the making of the Sunday sections of The New York Times in their pre-internet heyday, back when they shaped the country’s political and cultural conversation.

Over 30 years, Robert Stock edited seven of those sections, innovating, and troublemaking all the way – getting the paper sued for $1 million, locking horns with legendary editors Abe Rosenthal and Max Frankel, and publishing articles that sent the publisher Punch Sulzberger up the wall.

On one level, his memoir tracks Stock’s amazing career from his elevator job at Bonwit Teller to his accidental entry into journalism to his…


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