Here are 100 books that Rosh Hashanah with Uncle Max fans have personally recommended if you like Rosh Hashanah with Uncle Max. 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 Hanukkah Upside Down

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 Martha loves 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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Book cover of The High House

The High House by James Stoddard,

The Victorian mansion, Evenmere, is the mechanism that runs the universe.

The lamps must be lit, or the stars die. The clocks must be wound, or Time ceases. The Balance between Order and Chaos must be preserved, or Existence crumbles.

Appointed the Steward of Evenmere, Carter Anderson must learn the…

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 Martha loves 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 Martha loves 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…


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Book cover of The Guardian of the Palace

The Guardian of the Palace by Steven J. Morris,

The Guardian of the Palace is the first novel in a modern fantasy series set in a New York City where magic is real—but hidden, suppressed, and dangerous when exposed.

When an ancient magic begins to leak into the world, a small group of unlikely allies is forced to act…

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 Martha loves 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 Measuring a Year: A Rosh Hashanah Story

Kerry M. Olitzky Author Of A Whale of a Tale: A Sabbath Summer Solstice Story

From my list on kids reads that simplify complicated Jewish ideas.

Why am I passionate about this?

I am a rabbi, educator and author. I have had the privilege of writing many books over the course of my rabbinate. Over the past five years, I have turned the attention of my writing to children’s books. And I am especially attuned to those books that take complicated Jewish ideas and tell them in words and pictures that young children can understand. I try to do this in my own writing, as well. 

Kerry's book list on kids reads that simplify complicated Jewish ideas

Kerry M. Olitzky Why Kerry loves this book

The fall is overwhelmed by Jewish holidays. Rosh Hashanah (and Yom Kippur) initiate this holiday season.

The so-called High Holidays provide the opportunity to look backwards and forward. Since time is a difficult concept for kids—especially its measurement of it—helpful books like this one are particularly welcome.

I like Measuring a Year, because it provides the reader with guidance as to how to actually look backwards, acknowledge the good times and the things that the child might regret—and plan for the year ahead. 

By Linda Elovitz Marshall , Zara Gonzalez Hoang (illustrator) ,

Why should I read it?

1 author picked Measuring a Year 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?

From award-winning author Linda Elovitz Marshall and illustrator Zara Gonzalez Hoang comes this engaging picture book about celebrating Rosh HashanahRosh Hashanah and Yom Kippur mark the beginning of the Jewish New Year. They offer a chance to think about the present and the past, to "measure" a year and ourselves. This sweet and thoughtful picture book, perfect for reading aloud, invites young readers and their families to take stock of the happy times and the occasional regrets, as well as the new friends made and new skills gained over the year. Happy New Year! Shana Tova!


Book cover of Two New Years

Erica Lyons Author Of Zhen Yu and the Snake

From my list on illustrated stories that are Jewish&.

Why am I passionate about this?

As a Jew that is both Ashkenazi and Persian that lives in Hong Kong where I’m raising my Jewish Chinese children, I see Judaism for its rich diversity. I’m passionate about changing people’s perceptions about what Jews look like and where we hail from. We are not a single story. To further that goal, in 2009, I founded Asian Jewish Life - a journal of spirit, society, and culture, have penned book chapters and articles on Jewish Asia, have written children’s books about communities that are Jewish&, and have lectured internationally on related topics. These books are about Jewish communities, but they’re really about family and tradition. Read diverse books! 

Erica's book list on illustrated stories that are Jewish&

Erica Lyons Why Erica loves this book

This book is a beautiful marriage of Chinese and Jewish cultures.

Living in Hong Kong and raising Chinese Jewish children, it was a joy to find another book that shows where these traditions merge. The lively illustrations and simple text make it the perfect way to show these parallels to children. It is a story about the love of family and tradition. 

By Richard Ho , Lynn Scurfield (illustrator) ,

Why should I read it?

1 author picked Two New Years 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?

This warm and welcoming New Year celebration invites readers to learn about Rosh Hashanah and Lunar New Year traditions and to reflect on the rich blends of cultures and traditions in their own lives. For this multicultural family, inspired by the author's own, two New Years mean twice as much to celebrate! In the fall, the Jewish New Year, Rosh Hashanah offers an opportunity to bake challah, dip apples in honey, and lift voices in song. In the spring, the Chinese Lunar New Year brings a chance to eat dumplings, watch dragon dances, and release glowing lanterns that light up…


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Book cover of Oaky With a Hint of Murder

Oaky With a Hint of Murder by Dawn Brotherton,

Aury and Scott travel to the Finger Lakes in New York’s wine country to get to the bottom of the mysterious happenings at the Songscape Winery. Disturbed furniture and curious noises are one thing, but when a customer winds up dead, it’s time to dig into the details and see…

Book cover of The Hardest Word: A Yom Kippur Story

Kerry M. Olitzky Author Of A Whale of a Tale: A Sabbath Summer Solstice Story

From my list on kids reads that simplify complicated Jewish ideas.

Why am I passionate about this?

I am a rabbi, educator and author. I have had the privilege of writing many books over the course of my rabbinate. Over the past five years, I have turned the attention of my writing to children’s books. And I am especially attuned to those books that take complicated Jewish ideas and tell them in words and pictures that young children can understand. I try to do this in my own writing, as well. 

Kerry's book list on kids reads that simplify complicated Jewish ideas

Kerry M. Olitzky Why Kerry loves this book

Yom Kippur is a difficult holiday for adults. It is even more difficult and exceptionally abstract for kids.

Words like atonement and forgiveness are particularly hard to grasp. This book focuses on one idea: saying I’m sorry. As a result, it takes an idea that is taught by parents, educators, and caregivers and places it in a Jewish holiday story context that is both playful and profound. I like this book, because it takes a complicated idea and distills it in a very manageable way. 

By Jacqueline Jules , Katherine Janus Kahn (illustrator) ,

Why should I read it?

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

What is this book about?

Loosely based on the Hasidic legend "The Tear of Repentance", The Hardest Word is a story about forgiveness.

The Ziz, a wonderful bird who lived long ago, is so big and clumsy that he can't keep from bumping into things. When a tree he knocks over destroys the children's garden, he seeks God's help to fix things. "Bring me the hardest word," God instructs him, and the Ziz flies off to search. He brings back words like rhinocerous, rock, and Rumplestiltskin, but none is acceptable, until he makes an important discovery.

Praise for The Hardest Word: A Yom Kippur Story…


Book cover of 52 Shabbats: Friday Night Dinners Inspired by a Global Jewish Kitchen

Benedetta Jasmine Guetta Author Of Cooking alla Giudia

From my list on Jewish cookbooks you should own.

Why am I passionate about this?

I’m a food writer and photographer, and my area of expertise is Jewish cuisine. I'm pretty much a nerd when it comes to cookbooks and I think I own all of the available literature on kosher/Jewish cuisine. I was born in Milan, but I live and work in Santa Monica, California, where I also own a tiny business, Café Lovi. In 2009, I co-founded a website called Labna, the only Jewish/Kosher cooking blog in Italy, specializing in Italian and Jewish cuisine. Since then, I have been spreading the word about the marvels of Jewish food, and Italian Jewish food in particular, in Italy and abroad. Cooking alla Giudia is my English-language debut.

Benedetta's book list on Jewish cookbooks you should own

Benedetta Jasmine Guetta Why Benedetta loves this book

Every week on Thursday afternoon I find myself thinking “what will I cook today, to celebrate Shabbat tomorrow?” Even as a food writer, sometimes I run out of ideas. Since December last year, when 52 Shabbats came out, I have a new resource to refer to when I need inspiration. Faith's book includes a variety of classics and new dishes, organized in a way that makes dinner planning a breeze. In particular, I enjoy the fact that the main course recipes are organized by season, with reference to other courses that would complement them well.

The recipes are easy to follow, even if you have never cooked or tasted that specific Jewish dish before.

By Faith Kramer ,

Why should I read it?

1 author picked 52 Shabbats as one of their favorite books, and they share why you should read it.

What is this book about?

AS SEEN IN THE NEW YORK TIMES

"Gorgeous" —The Washington Post 

Whether you are a longtime host of weekly Shabbat dinners or new to this global Jewish tradition, 52 Shabbats will spice up your Friday night in one way or another. This book offers a holistic scope of the Shabbat tradition for every reader, Jewish or otherwise. In it you'll find:

Over fifty primary recipes to anchor your menuMore than twenty recipes for side dishes, accompaniments, and dessertsShort essays that detail global foodways and historiesExplanation of the Shabbat ritual

Faith Kramer outlines recipe pairings in a mix-and-match friendly format, incorporating…


Book cover of Jew-ish: A Cookbook: Reinvented Recipes from a Modern Mensch

Benedetta Jasmine Guetta Author Of Cooking alla Giudia

From my list on Jewish cookbooks you should own.

Why am I passionate about this?

I’m a food writer and photographer, and my area of expertise is Jewish cuisine. I'm pretty much a nerd when it comes to cookbooks and I think I own all of the available literature on kosher/Jewish cuisine. I was born in Milan, but I live and work in Santa Monica, California, where I also own a tiny business, Café Lovi. In 2009, I co-founded a website called Labna, the only Jewish/Kosher cooking blog in Italy, specializing in Italian and Jewish cuisine. Since then, I have been spreading the word about the marvels of Jewish food, and Italian Jewish food in particular, in Italy and abroad. Cooking alla Giudia is my English-language debut.

Benedetta's book list on Jewish cookbooks you should own

Benedetta Jasmine Guetta Why Benedetta loves this book

I have never met Jake Cohen but his book, Jew-ish, makes me wish we were friends, and not only because he has the best book title pun ever. Jew-ish offers a brilliantly modern take on Jewish food and Jake’s personality really shines through every page of it. Jake’s enthusiasm for Jewish food is contagious. I often get annoyed when authors tweak traditional recipes in extravagantly creative ways, but the liberties that Jake takes on Jewish dishes really add a new dimension to them. I thought I’d dread things like Cacio e Pepe Rugelach (rugelach? salty? is it even legal?!), but I must say I’m a fan now: I’m a Jew-ish convert! :)

By Jake Cohen ,

Why should I read it?

1 author picked Jew-ish as one of their favorite books, and they share why you should read it.

What is this book about?

In Jew-ish, he reinvents the food of his Ashkenazi heritage and draws inspiration from his husband's Persian-Iraqi traditions to offer recipes that are modern, fresh, and enticing for a whole new generation of readers. Imagine the components of an everything bagel wrapped into a flaky galette and latkes dyed vibrant yellow with saffron for a Persian spin on the potato pancake, plus best-ever hybrid desserts like Macaroon Brownies and Pumpkin Spice Babka! From elevated, yet approachable classics like Jake's Perfect Challah, Roasted Tomato Brisket, Short Rib Cholent, and Iraqi Beet Kubbeh Soup to innovative creations like Cacio e Pepe Rugelach,…


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Book cover of December on 5C4

December on 5C4 by Adam Strassberg,

Magical realism meets the magic of Christmas in this mix of Jewish, New Testament, and Santa stories–all reenacted in an urban psychiatric hospital!

On locked ward 5C4, Josh, a patient with many similarities to Jesus, is hospitalized concurrently with Nick, a patient with many similarities to Santa. The two argue…

Book cover of As a Driven Leaf

Kerry M. Olitzky Author Of The Sisters Z

From my list on introducing Jewish ideas to others.

Why am I passionate about this?

I am a rabbi, educator, scholar and author who has led congregations, organizations and taught in rabbinical seminaries. As a result, I have always straddled the world of the practitioner and the academician. These books have informed my personal religious practice and outlook, as well as my academic approach to Judaism.

Kerry's book list on introducing Jewish ideas to others

Kerry M. Olitzky Why Kerry loves this book

A well-loved classic, to be sure, this book introduces readers to the theological searches and struggles of the individual.

The book is well-written as a novel, cleverly informed implicitly by the stories of the Talmud and its rabbis. I like to say that I was raised on this novel. It took me to places that I didn’t know existed until I later entered those worlds. The main character of this book is a bit of an antihero, an outlier, someone to whom I always related.

By Milton Steinberg ,

Why should I read it?

1 author picked As a Driven Leaf as one of their favorite books, and they share why you should read it.

What is this book about?

The age of the Talmud is brought to life in a breathtaking saga. First published in 1939, this masterpiece of modern fiction tells the gripping tale of renegade Talmudic sage Elisha ben Abuyah's struggle to reconcile his faith with the allure of Hellenistic culture. Set in Roman Palestine, As a Driven Leaf draws readers into the dramatic era of Rabbinic Judaism. Watch the great Talmudic sages at work in the Sanhedrin, eavesdrop on their arguments about theology and Torah, and agonize with them as they contemplate rebellion against an oppressive Roman rule.

Steinberg's classic novel also transcends its historical setting…


Book cover of Hanukkah Upside Down
Book cover of The Babka Sisters
Book cover of Meet the Matzah

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