Here are 100 books that On the Road fans have personally recommended if you like On the Road. 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 Endurance

Neil and Ruchin Kansal Author Of The Kansal Clunker

From my list on ordinary people achieving the extraordinary.

Why are we passionate about this?

We’re Neil and Ruchin Kansal—builders, innovators, car lovers, and travelers at heart. In 2020, during the pandemic, we chased a dream: we bought a battered 1998 Acura Integra and, working in our garage, transformed it into a striking lime green showpiece. To celebrate Ruchin’s 50th birthday and Neil’s high school graduation in 2021, we drove it 5,000 miles to the summit of Mt. Evans, Colorado—the highest paved road in North America—learning along the way that, like life, the road demands resilience, adaptability, and courage to act. Our adventures are about more than cars—they’re about pushing boundaries, embracing challenges, and discovering what’s possible together.

Neil and Ruchin's book list on ordinary people achieving the extraordinary

Neil and Ruchin Kansal Why Neil and Ruchin loves this book

This book appealed to our spirit as travelers and explorers.

We read it after a trip to Ushuaia, Argentina—close to where the story of Endurance unfolded. We found in this story the essence of what it means to be human—to take on big, hairy problems, to expect the unexpected, and to survive against impossible odds.

What stayed with us is how human character is revealed in the most adverse situations, and how, when we are faced with life and death, nothing is truly right or wrong, only choices that must be made to survive.

By Alfred Lansing ,

Why should I read it?

14 authors picked Endurance as one of their favorite books, and they share why you should read it.

What is this book about?

In August 1914, polar explorer Ernest Shackleton boarded the Endurance and set sail for Antarctica, where he planned to cross the last uncharted continent on foot. In January 1915, after battling its way through a thousand miles of pack ice and only a day's sail short of its destination, the Endurance became locked in an island of ice. Thus began the legendary ordeal of Shackleton and his crew of twenty-seven men. For ten months the ice-moored Endurance drifted northwest before it was finally crushed between two ice floes. With no options left, Shackleton and a skeleton crew attempted a near-impossible…


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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 Siddhartha

Alex Woodard Author Of Ordinary Soil

From my list on tending the roots of a better life.

Why am I passionate about this?

My search for meaning didn't come when I hit midlife. Ever since I was a kid, I gravitated toward books and movies that offered lessons about living, which I'd try to incorporate into admittedly limited childhood opportunities. As I grew older and gained more agency, I was able to apply what I learned to more significant decisions, which often led me down a very different path than my peers. I suppose, in hindsight, this accounts for why my first three books were released by a publisher in the personal transformation space. I'm happy to share the 5 books that have helped me on my journey toward living a better life...so far.

Alex's book list on tending the roots of a better life

Alex Woodard Why Alex loves this book

Simple, lyrical, beautiful.

Siddhartha is the story of an epic journey of a man traveling through ancient India, with life lessons subtly woven through the narrative.

Ultimately, this book is about how all things are connected through nature, and more specifically, how attaching too much weight to individual events—good, bad, happy, sad—misses the totality of appreciating how those events work together to make a more joyful, meaningful life.

By Hermann Hesse ,

Why should I read it?

17 authors picked Siddhartha as one of their favorite books, and they share why you should read it.

What is this book about?

Here the spirituality of the East and the West have met in a novel that enfigures deep human wisdom with a rich and colorful imagination.

Written in a prose of almost biblical simplicity and beauty, it is the story of a soul's long quest in search of he ultimate answer to the enigma of man's role on this earth. As a youth, the young Indian Siddhartha meets the Buddha but cannot be content with a disciple's role: he must work out his own destiny and solve his own doubt-a tortuous road that carries him through the sensuality of a love…


Book cover of Into the Wild

T.J. Derry Author Of Carried Away

From my list on readers seeking more from modern life.

Why am I passionate about this?

I didn’t sit down to write Carried Away with a personal sermon in my back pocket. No buried lessons or hidden curriculum—it was just a story I wanted to tell. But stories have a way of outsmarting you. 

So when I chose these books, I wasn’t looking for perfect comparisons—I was looking for echoes. Some of these books will drag you through POW camps or strand you on a lifeboat with a tiger; others will lean in and whisper that you’ve been running a program and calling it personality. A few say the quiet part out loud—about grit, meaning, and purpose. Others ring you up with fable, abstractions, or science, but they leave their mark just the same. 

T.J.'s book list on readers seeking more from modern life

T.J. Derry Why T.J. loves this book

This book hit me as both tragic and strangely hopeful.

Chris McCandless walked into the Alaskan wilderness with little more than a backpack and a stubborn streak, and people have argued ever since: was he brave, reckless, or just plain stupid? But his compulsion isn’t as rare as we might think. In my book, Cole feels the same tug—escape the sterile shoebox apartment and the $8 lattes. This can’t be all there is.

What drew me in wasn’t the verdict but his hunger for something real—stripping away every layer of artifice most of us cling to. Krakauer tells it with empathy and curiosity, letting you wrestle with the questions instead of handing you neatly typed answers. I recommend it because it forces you to stare down your own compromises: freedom versus responsibility, idealism versus pragmatism.

Admire Chris or dismiss him, you won’t forget him. And the story lingers like a…

By Jon Krakauer ,

Why should I read it?

22 authors picked Into the Wild as one of their favorite books, and they share why you should read it.

What is this book about?

Krakauer’s page-turning bestseller explores a famed missing person mystery while unraveling the larger riddles it holds: the profound pull of the American wilderness on our imagination; the allure of high-risk activities to young men of a certain cast of mind; the complex, charged bond between fathers and sons.

"Terrifying... Eloquent... A heart-rending drama of human yearning." —New York Times

In April 1992 a young man from a well-to-do family hitchhiked to Alaska and walked alone into the wilderness north of Mt. McKinley. He had given $25,000 in savings to charity, abandoned his car and most of his possessions, burned all…


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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 Travels with Charley: In Search of America

Eileen Kay Author Of Noodle Trails

From my list on memoirs with heartwarming travels.

Why am I passionate about this?

I’ve wanted to travel the world since I could look out a window. It’s been an honor to spend my life exploring this planet, despite some of its inhabitants. I knew I’d write books about it, even before I could write my own name. It’s a joy to realize such a deep and early dream. My books are love letters to places I’ve lived and people I’ve met, plus some joking around in order not to scream or weep at some of what’s out there. I’ve been a teacher, film editor, comedian, librarian, and now writer.  Wherever you are, on whatever path: happy trails to you. 

Eileen's book list on memoirs with heartwarming travels

Eileen Kay Why Eileen loves this book

How perfect to go on a road trip with one of my favorite writers plus his gentlemanly, loveable dog!

I smile just thinking about this book. I was delighted every step of the way. I felt like I was in the passenger seat, handing biscuits to Charley, stopping to meet strangers, and ruminating on how the USA has changed over the decades.

I loved hearing his thoughts in his older, wiser years, after his great successes, but still passionate, or slyly ironic, on so many topics. I love that he’s matter-of-fact in discussing disillusionment, loneliness, racism, or anything – but he’s hopeful in the end, always.

I want to buy a stack of these and hand them out as gifts.

By John Steinbeck ,

Why should I read it?

17 authors picked Travels with Charley as one of their favorite books, and they share why you should read it.

What is this book about?

An intimate journey across America, as told by one of its most beloved writers

To hear the speech of the real America, to smell the grass and the trees, to see the colors and the light-these were John Steinbeck's goals as he set out, at the age of fifty-eight, to rediscover the country he had been writing about for so many years.

With Charley, his French poodle, Steinbeck drives the interstates and the country roads, dines with truckers, encounters bears at Yellowstone and old friends in San Francisco. Along the way he reflects on the American character, racial hostility, the…


Book cover of Blue Highways

Kayla Anderson Author Of Moon Northern California Road Trip: Drives along the Coast, Redwoods, and Mountains with the Best Stops along the Way

From my list on embarking on epic adventures from your armchair.

Why am I passionate about this?

I was born and raised in Northern California, right on the banks of the Sacramento River. While I didn’t realize it growing up, it was an epicenter for outdoor adventures. Along with skiing, snowboarding, hiking, wakeboarding, and camping, I always read a lot. My dad was worried that I would have no sense of direction because I was always in the back of our van or RV reading a book. That led to writing…and I had my first article published in a wakeboarding magazine when I was 15 years old. Traveling always took a backburner to reading, but now it’s front and center of my writing. 

Kayla's book list on embarking on epic adventures from your armchair

Kayla Anderson Why Kayla loves this book

This is classic literature in the realm of American travel.

I had no idea that “blue highways” existed, and even though Heat-Moon went cross-country back in the 1970s in his van equipped with his igloo cooler and makeshift bed (not like the $100k fancy campers you find today), the type of people you meet and experiences you have in this amazing country are still relevant today.

In Blue Highways Revisited, I was shocked to read how long it took for this book to get published and the stacks of printed-out drafts he had of it (I think it was like four feet high). If there are any travel writing classes taught as part of a creative writing program, then Blue Highways better be on the list. 

By William Least Heat-Moon ,

Why should I read it?

9 authors picked Blue Highways as one of their favorite books, and they share why you should read it.

What is this book about?

Hailed as a masterpiece of American travel writing, Blue Highways is an unforgettable journey along our nation's backroads.
William Least Heat-Moon set out with little more than the need to put home behind him and a sense of curiosity about "those little towns that get on the map -- if they get on at all -- only because some cartographer has a blank space to fill: Remote, Oregon; Simplicity, Virginia; New Freedom, Pennsylvania; New Hope, Tennessee; Why, Arizona; Whynot, Mississippi."
His adventures, his discoveries, and his recollections of the extraordinary people he encountered along the way amount to a revelation…


Book cover of Division Street: America

Peter Laufer Author Of Up Against the Wall: The Case for Opening the Mexican-American Border

From my list on the middle of america from New Jersey to Oakland.

Why am I passionate about this?

As a child, I moved with my family. I've moved for school. And I am not sure I could resurrect how many times my family moved for my journalism work. These books help me try to understand my wanderlust. Peter Laufer is an independent journalist, broadcaster, and documentary filmmaker working in traditional and new media. He is the James Wallace Chair in Journalism at the University of Oregon School of Journalism and Communication.

Peter's book list on the middle of america from New Jersey to Oakland

Peter Laufer Why Peter loves this book

The oral historian and radioman Studs Turkel takes us around American without leaving his Chicago via Division Street America. Sparsely contextualized by his interstitial commentary, Turkel exercises his embracing interviewing skills to bring poignant stories of the non-celebrity class into sharp, relevant focus. This same type of unornamented approach earned a Nobel Prize in literature for Belarussian journalist Svetlana Alexievich and her Chernobyl.

By Studs Terkel ,

Why should I read it?

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

What is this book about?

Division Street, Studs Terkel's first book of oral history, established his reputation as America's foremost oral historian and as "one of those rare thinkers who is actually willing to go out and talk to the incredible people of this country" (in the words of Tom Wolfe).

Viewing the inhabitants of a single city, Chicago, as a microcosm of the nation at large, Division Street chronicles the thoughts and feelings of some seventy people from widely varying backgrounds in terms of class, race, and personal history. From a mother and son who migrated from Appalachia to a Native American boilerman, from…


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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 Democracy in America

Peter Laufer Author Of Up Against the Wall: The Case for Opening the Mexican-American Border

From my list on the middle of america from New Jersey to Oakland.

Why am I passionate about this?

As a child, I moved with my family. I've moved for school. And I am not sure I could resurrect how many times my family moved for my journalism work. These books help me try to understand my wanderlust. Peter Laufer is an independent journalist, broadcaster, and documentary filmmaker working in traditional and new media. He is the James Wallace Chair in Journalism at the University of Oregon School of Journalism and Communication.

Peter's book list on the middle of america from New Jersey to Oakland

Peter Laufer Why Peter loves this book

And no such list is complete without Alexis de Tocqueville's classic from the 19th century, Democracy in America. Weighing in just two pages short of Don Quixote's 937 (paperback both, the ECCO Grossman Quixote translation and the Penguin Gerald Bevan de Tocqueville edition), Tocqueville ponders a question most of us contemplate and plenty of us act on: "Why Americans are so restless in the midst of their prosperity..."

By Alexis de Tocqueville ,

Why should I read it?

1 author picked Democracy in America as one of their favorite books, and they share why you should read it.

What is this book about?

French nobleman Alexis de Tocqueville's classic treatise on the American way of life.

Over 175 years ago, Alexis de Tocqueville, an astute political scientist, came to the United States to evaluate the meaning and actual functioning of democracy. Here, Tocqueville discusses the advantages and dangers of majority rule—which he thought could be as tyrannical as the rule of a monarchy. He analyzes the influence of political parties and the press on the government and the effect of equality on the social, political, and economic life of the American people. He also offers some startling predictions about world politics, which history…


Book cover of The Lord of the Rings

Rafael Canoa Author Of Bloodlines

From my list on taking you on an epic adventure with unlikely heroes.

Why am I passionate about this?

Children have vivid imaginations, and while mine was initially drawn to science fiction, I discovered my true passion for fantasy upon reading The Hobbit as a teenager. Since that day, escaping into fantasy worlds—whether it be through books, movies, TV, roleplaying, and video games—became my passion and hobby, leading me down many roads, including writing game reviews, a short story, a novel, and an extensive collection of fantasy-related replicas and statues. Ultimately, that endless feeling of wonder and exploration, adventure and danger is what convinced me to become an author; these five books sitting at the top of a long list that inspired me to reach that goal.

Rafael's book list on taking you on an epic adventure with unlikely heroes

Rafael Canoa Why Rafael loves this book

What truly is there left to say about this masterpiece of classic fantasy that hasn’t been said a million times already?

After devouring the light appetizer that is The Hobbit, my teenage imagination was utterly blown away by what I only later understood to be the quintessential blueprint for nearly everything that’s followed throughout the years in this genre.

The sheer level of minute detail and painstakingly developed mythos is nothing short of a masterclass in world-building—a must-have skill for writing this kind of epic tale—but it was the story itself, with its core principles of friendship, loyalty, and sacrifice, that resonated so deeply with me.

By J.R.R. Tolkien ,

Why should I read it?

58 authors picked The Lord of the Rings as one of their favorite books, and they share why you should read it. This book is for kids age 14, 15, 16, and 17.

What is this book about?

One Ring to rule them all, One Ring to find them, One Ring to bring them all and in the darkness bind them

In ancient times the Rings of Power were crafted by the Elven-smiths, and Sauron, the Dark Lord, forged the One Ring, filling it with his own power so that he could rule all others. But the One Ring was taken from him, and though he sought it throughout Middle-earth, it remained lost to him. After many ages it fell by chance into the hands of the hobbit Bilbo Baggins.

From Sauron's fastness in the Dark Tower of…


Book cover of Wild: From Lost to Found on the Pacific Crest Trail

F. Scott Service Author Of The Book of Jack

From my list on exploring the essence of connection and the mystery of who a person is.

Why am I passionate about this?

Who can really claim that they know everything about the human heart, the mind, the soul? The infinite mysteries and complexities of what makes someone who we can call “human.” I'm betting no one. Certainly not me. But what's important is the passion to keep exploring, to keep digging through the mind in an effort to understand myself. That effort, along with what I discover, is one of the most tangible things that not only enriches my living life, but also gives me comfort facing the inevitable end. These books were passionate companions, inspiring me, for however long, to further my efforts in self-discovery.

F. Scott's book list on exploring the essence of connection and the mystery of who a person is

F. Scott Service Why F. Scott loves this book

This book resonated with me because it’s the story of a journey. A journey of personal discovery and resilience.

I know what it’s like to lose loved ones. My whole family is gone. I know what’s it’s like to have the life you’ve led, the life you’ve believed in, be dismantled. And I know what it’s like to go on an expedition to find yourself again.

It doesn’t matter how that expedition takes form; the journey to find yourself again is powerful, and I’m still on that road.

By Cheryl Strayed ,

Why should I read it?

37 authors picked Wild as one of their favorite books, and they share why you should read it.

What is this book about?

#1 NEW YORK TIMES BESTSELLER • A powerful, blazingly honest memoir: the story of an eleven-hundred-mile solo hike that broke down a young woman reeling from catastrophe—and built her back up again.

At twenty-two, Cheryl Strayed thought she had lost everything. In the wake of her mother’s death, her family scattered and her own marriage was soon destroyed. Four years later, with nothing more to lose, she made the most impulsive decision of her life. With no experience or training, driven only by blind will, she would hike more than a thousand miles of the Pacific Crest Trail from the…


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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 Catch-22

Bill Burkland Author Of The Misconceived Conception of a Baby Named Jesus

From my list on books to make you laugh and also make you think.

Why am I passionate about this?

I believe that laughter is the best way into a person’s heart and also into their head. Life is beautiful, but it is also incredibly fragile. Satire and humor are effective ways to raise the level of awareness of destructive behaviors and/or controversial topics that are otherwise difficult or unpleasant to address. I think satire and humor make it easier to hold up a mirror and look critically at our own beliefs and our actions.  

Bill's book list on books to make you laugh and also make you think

Bill Burkland Why Bill loves this book

I’m a huge fan of satire, as I believe it can inform and make you think critically, as well as being wildly entertaining.

I think Catch-22 is one of the most perfect satires about the absurdity and tragedy of war. I’m not the fastest reader, but Heller’s dialogue, humor, and sharp observations of the human condition under the perversion of war had me turning the pages quickly. 

By Joseph Heller ,

Why should I read it?

21 authors picked Catch-22 as one of their favorite books, and they share why you should read it. This book is for kids age 14, 15, 16, and 17.

What is this book about?

Explosive, subversive, wild and funny, 50 years on the novel's strength is undiminished. Reading Joseph Heller's classic satire is nothing less than a rite of passage.

Set in the closing months of World War II, this is the story of a bombardier named Yossarian who is frantic and furious because thousands of people he has never met are trying to kill him. His real problem is not the enemy - it is his own army which keeps increasing the number of missions the men must fly to complete their service. If Yossarian makes any attempts to excuse himself from the…


Book cover of Endurance
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Book cover of Into the Wild

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Interested in Beat Generation, road trips, and New Jersey?

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