Fans pick 100 books like Hanukkah Upside Down

By Elissa Brent Weissman, Omer Hoffmann (illustrator),

Here are 100 books that Hanukkah Upside Down fans have personally recommended if you like Hanukkah Upside Down. Shepherd is a community of 12,000+ authors and super readers sharing their favorite books with the world.

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Book cover of The Babka Sisters

Martha Seif Simpson Author Of Esther's Gragger: A Toyshop Tale of Purim

From my list on 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!)

Martha's book list on fun picture books about Jewish holidays

Martha Seif Simpson Why did Martha 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 Author Of Esther's Gragger: A Toyshop Tale of Purim

From my list on 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!)

Martha's book list on fun picture books about Jewish holidays

Martha Seif Simpson Why did Martha 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 Author Of Esther's Gragger: A Toyshop Tale of Purim

From my list on 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!)

Martha's book list on fun picture books about Jewish holidays

Martha Seif Simpson Why did Martha 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 Author Of Esther's Gragger: A Toyshop Tale of Purim

From my list on 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!)

Martha's book list on fun picture books about Jewish holidays

Martha Seif Simpson Why did Martha 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…

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 Nom Nom: Opposites

Natasha Wing Author Of Bagel in Love

From my list on talking food books.

Why am I passionate about this?

I love a good pun and have written a joke book all about food called Lettuce Laugh. I think food is relatable to kids and they can put themselves in the food’s shoes and learn about friendship and being true to themselves through talking food characters. Humor plays a big part in the books I recommended, but it’s a great way to deliver a lasting message. Another book I wrote is also about food - Jalapeño Bagels, but unlike Bagel In Love, these bagels don’t talk! I love Bagel In Love so much I had a dress made with some of the characters embroidered on it.

Natasha's book list on talking food books

Natasha Wing Why did Natasha love this book?

For youngsters ages 2 to 5 learning concepts, this board book is bright and fun and focuses on animated food to illustrate opposites. What I love is the clever side comments by the food. And their eyes that look like googly eyes. I love googly eyes. These friendly foods will give kids food for thought!

By Forrest Everett,

Why should I read it?

1 author picked Nom Nom as one of their favorite books, and they share why you should read it. This book is for kids age 1, 2, 3, and 4.

What is this book about?

Nom Nom Opposites gives young minds food for thought—literally! Kids who love Shopkins and Num Noms will enjoy learning their opposites with the help and encouragement of adorable picnic food characters found throughout. Even the book feels like food packaging with an acetate window on the front cover hinting at the delicious contents inside. It's food. It's education. It's cute. It's Nom Nom Knowledge!


Book cover of Elephant Elements

Patrick George Author Of Magic Colors

From my list on pictures that say a thousand words.

Why am I passionate about this?

I’ve been fascinated by color since childhood. I am not a very talkative person by nature and have always found that I communicate well through my illustrations. I have worked both as an illustrator and graphic designer. Through combining illustration with design, I learnt that I have the knack for distilling a complex idea into a simple image, or series of images. My illustrations combine visual trickery with simplicity, designed to make you think and smile. When my children were young, I decided to create picture books like this. The books in this list do the same. I hope you enjoy them!

Patrick's book list on pictures that say a thousand words

Patrick George Why did Patrick love this book?

This is a funny book that teaches opposites. Each page has an elephant on it - ‘wide’ elephant, ‘narrow’ elephant for example. I like its simplicity and humor and the illustrative style. Its design is quite minimalistic but the pictures speak for themselves and it provides a different take on the usual books of opposites. Kids love humor and learn well from it, I think.

By Francisco Pittau, Bernadette Gervais,

Why should I read it?

1 author picked Elephant Elements as one of their favorite books, and they share why you should read it.

What is this book about?

Pittau and Gervais have managed to create a book which is stunning in design, visually humorous, but with a simplicity and naivety which will appeal to both children and adults alike. Each double page spread features a pair of elephants exhibiting contrasting features. The child-like style of the art is coupled with a sophisticated humour as the artists capture the essence of the opposites being described. This is the ideal gift book.


Book cover of I Never Thought of It That Way: How to Have Fearlessly Curious Conversations in Dangerously Divided Times

Linda Rising Author Of More Fearless Change: Strategies for Making Your Ideas Happen

From my list on talking to people who don’t agree with us.

Why am I passionate about this?

I have been on this journey for decades. I have just celebrated my 81st birthday and I am still learning. What I have seen is that most problems are people problems. That’s hard for me as a technical person with a Ph.D. in computer science. I have learned a lot the hard way and books like these have helped me. The books that helped the most were Fearless Change and More Fearless Change, written with my good friend and writing partner, Mary Lynn Manns. They changed my life. I hope these books will change yours.

Linda's book list on talking to people who don’t agree with us

Linda Rising Why did Linda love this book?

Mónica Guzmán is not just another author and storyteller.

She’s also a supporter of an organization that is doing amazing things to bring our divided nation together – Braver Angels (check out BraverAngels.org).

I thought I knew a lot about facilitation and listening but the folks at Braver Angels have opened doors for me that I didn’t know were there.

Please, please, please check them out and read Monica’s book!

By Monica Guzman,

Why should I read it?

1 author picked I Never Thought of It That Way as one of their favorite books, and they share why you should read it.

What is this book about?

PORCHLIGHT BOOKS JUNE 2022 NONFICTION BESTSELLER

"I can see this book helping estranged parties who are equally invested in bridging a gap-it could be assigned reading for fractured families aspiring to a harmonious Thanksgiving dinner." -New York Times

"Like all skills, these techniques take practice. But anyone who sincerely wants to bridge the gaps in understanding will appreciate this book. Guzman is emphatic about making an effort to work on difficult conversations." -Manhattan Book Review

We think we have the answers, but we need to be asking a lot more questions.

Journalist Monica Guzman is the loving liberal daughter of…


Book cover of A Turn for Noah: A Hanukkah Story

Sylvia A. Rouss Author Of Sammy Spider's First ABC

From my list on for Jewish preschool children.

Why am I passionate about this?

I believe that good Jewish stories are important tools in building Jewish identity. But when I first taught preschoolers, the books were either too didactic or written for older children. One day, when the children in my class were enthusiastically discussing the Christmas display at the mall, the idea came to me that maybe an eight-legged Spider celebrating the eight days of Hanukkah could compete with Frosty the Snowman. When Sammy Spider asks to spin a dreidel, he is told, “Spider’s don’t spin dreidels. Spiders spin webs.” The response became a favorite with Jewish children and a form of the phrase is part of all the Sammy Spider holiday and values books.

Sylvia's book list on for Jewish preschool children

Sylvia A. Rouss Why did Sylvia love this book?

A Turn for Noah is a Hanukkah story written by Susan Remick Topek. At preschool, Noah can’t quite spin the dreidel. Hanukkah is about to end, and still Noah “can’t do it.” With the encouragement of his teacher and all his friends, on the very last day of Hanukkah, Noah takes a deep breath, twists the handle quickly, and exclaims, “It’s spinning!” And since one good turn deserves another, Noah lights the Hanukkah candles with the teacher’s help. 

I particularly like A Turn for Noah because so many of my preschool students have trouble learning to spin a dreidel and the story shows how with effort, even difficult tasks can be completed. Little children identify with Noah's efforts, feelings, and his success.

By Susan Remick Topek, Sally Springer (illustrator),

Why should I read it?

1 author picked A Turn for Noah as one of their favorite books, and they share why you should read it. This book is for kids age 3, 4, 5, and 6.

What is this book about?

Noah has trouble learning to spin the dreidel as his nursery school class celebrates Hanukkah.


Book cover of Queen of the Hanukkah Dosas

Veera Hiranandani Author Of How to Find What You're Not Looking for

From my list on Jewish and South Asian representation.

Why am I passionate about this?

In 1968, my white Jewish American mother married my Indian American Hindu father. I grew up in Connecticut and often felt othered in my mostly white Christian community. I also felt different than many of my extended family members, feeling not quite Jewish or Indian “enough.” These issues and questions I had and still have about my identity have fueled my writing ever since. I write about characters navigating multiple identities asking questions about racism, prejudice, and xenophobia often for the first time. The books on this list are books I wished I could have had around to keep me company during my youth. 

Veera's book list on Jewish and South Asian representation

Veera Hiranandani Why did Veera love this book?

This picture book has grabbed me over the years, being a fan of both Hanukkah and dosas. My childhood home and my home now has always been filled with traditional Indian and Jewish foods. I loved the holiday food fusion here and how festive the family is as they blend their traditions together. The story isn’t so much about how and why they blend their cultures the way they do—they just do. It centers around a boy and his very active little sister who ends up saving the holiday with her extra energy. The illustrations by Sarkar are so sweet they just make you want to jump in the book and be part of their dosa-filled Hanukkah celebration.  

By Pamela Ehrenberg, Anjan Sarkar (illustrator),

Why should I read it?

1 author picked Queen of the Hanukkah Dosas as one of their favorite books, and they share why you should read it.

What is this book about?

In this sweet and humorous picture book, a multi-cultural family (Mum's Indian; Dad's Jewish) celebrate Hanukkah while incorporating traditional Indian food. Instead of latkes, this family celebrates Hanukkah with tasty Indian dosas. To her brother's chagrin, little Sadie won't stop climbing on everything both at home and at the Indian grocery store, even while preparing the dosas. As the family puts the finishing touches on their holiday preparations, they accidentally get locked out of the house. Sadie and her climbing skills just may be exactly what is needed to save the day.


Book cover of The Eight Knights of Hanukkah

Gloria Koster Author Of Dance the Hora, Isadora

From my list on lighthearted picture books with Jewish characters.

Why am I passionate about this?

I am a school and public librarian as well as a writer. I also serve as a member of the Children’s Book Committee of the Bank Street College of Education. We review hundreds of books each year for consideration of a place on our list –The Best Children’s Books of the YearI've chosen to recommend some lighthearted picture books with Jewish characters or themes because a number of my own books fit into this category. Mitzi’s Mitzvah, Little Red Ruthie, and Dance the Hora, Isadora! are three of my Jewish themed books. Each of these titles has been selected by PJ Library, an organization that sends a book each month to children.

Gloria's book list on lighthearted picture books with Jewish characters

Gloria Koster Why did Gloria love this book?

So many Hanukkah books are super serious. I love the way Leslie Kimmelman cleverly uses wordplay to expand the story of the 8 nights of the holiday into something completely unexpected and uproariously funny. The book obviously references a Jewish holiday, but the story will have broad appeal to children of all religious backgrounds and children living in strictly secular households too.

By Leslie Kimmelman, Galia Bernstein (illustrator),

Why should I read it?

1 author picked The Eight Knights of Hanukkah 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?

The whole kingdom has gathered to celebrate Hanukkah--but a dastardly dragon keeps interrupting the festivities. Can the Eight Knights of Hanukkah set things right?

A Sydney Taylor Notable Book
 
It's the last night of Hanukkah and everyone is doing their part for the big celebration, but a dragon called Dreadful has other ideas. He roams the countryside, interrupting the party preparations. Lady Sadie must call upon the Eight Knights of Hanukkah to perform deeds of awesome kindness and stupendous bravery and put an end to the dragon's shenanigans.

When Dreadful eats all the special donuts the baker made, Sir Lily…


Book cover of The Babka Sisters
Book cover of Meet the Matzah
Book cover of Rosh Hashanah with Uncle Max

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