100 books like The Oregon Trail

By Rinker Buck,

Here are 100 books that The Oregon Trail fans have personally recommended if you like The Oregon Trail. Shepherd is a community of 10,000+ authors and super readers sharing their favorite books with the world.

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Book cover of Skyfaring: A Journey with a Pilot

Martha W. Murphy Author Of CRU Oyster Bar Nantucket Cookbook: Savoring Four Seasons of the Good Life

From my list on the eclectic reader of nonfiction.

Why am I passionate about this?

I’m a narrative nonfiction writer interested in a broad range of topics, including but not limited to: food and the people who bring it to us; travel and life in faraway places; human health and the role of medicine; memoir as one person’s story yet illustrative of the human spirit; and the unique and remarkable role dogs play in our lives. I am the same kind of reader: I read across a range of topics, mostly nonfiction. The bookshelves in my house and the record of titles I’ve checked out from my local library show an eclectic taste, as do the books I’m recommending here. I hope you’ll enjoy them!

Martha's book list on the eclectic reader of nonfiction

Martha W. Murphy Why did Martha love this book?

I expected a book of insider stories about the hidden world of commercial airline travel from the people who make it possible, but instead I found a beautifully written, lyrical, and awestruck look at what it means to travel high above the Earth’s surface day after day, zooming between cities on opposite sides of the world.

I have never had the physics of flight, gravitational pull, wind, storms, and clouds explained so clearly and compellingly. I frequently reread passages for their beauty and emotion and completely unique fresh perspective. I knew flying was a sophisticated skill, but this book made it clear how truly complex a pilot’s job is.

The author’s love of his hard-won occupation is enthralling, making this a book to share with aspiring aviators in your life.  

By Mark Vanhoenacker,

Why should I read it?

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

What is this book about?

**Sunday Times Bestseller**
**Book of the Week on Radio 4**

'One of the most constantly fascinating, but consistently under-appreciated aspects of modern life is the business of flying. Mark Vanhoenacker has written the ideal book on the subject: a description of what it's like to fly by a commercial pilot who is also a master prose stylist and a deeply sensitive human being. This is a man who is at once a technical expert - he flies 747s across continents - and a poet of the skies. This couldn't be more highly recommended.' Alain de Botton

Think back to when…


Book cover of Unbroken

Steve Pemberton Author Of The Lighthouse Effect: How Ordinary People Can Have an Extraordinary Impact in the World

From my list on demonstrating the power of the human spirit.

Why am I passionate about this?

I’m most drawn to stories of overcoming. My own childhood was about exactly that-overcoming a multi-generational inheritance of family separation and orphaned children. When I wrote my first book about that story, A Chance in the World, an unanticipated magic unfolded: I began to receive stories of strangers from all across the world who wrote to tell me their own story of overcoming. Each and every day I hear from someone and the steady stream of those stories of overcoming affirms something I have to come to learn: we all have a story and none of us look like that story.

Steve's book list on demonstrating the power of the human spirit

Steve Pemberton Why did Steve love this book?

If it’s possible to have lived multiple lives in a single lifetime, then Louis Zamperini did it.

I am a big fan of The Greatest Generation and Unbroken is the story of that generation, the deep beliefs they held, and the many sacrifices they made, not for themselves but for the generations that would follow them. You can’t miss the examples of selflessness, perseverance, and faith that jump out at you from the very first chapter.

By Laura Hillenbrand,

Why should I read it?

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

What is this book about?

From the author of the bestselling and much-loved Seabiscuit, an unforgettable story of one man's journey into extremity. On a May afternoon in 1943, an Army Air Forces bomber crashed into the Pacific Ocean and disappeared, leaving only a spray of debris and a slick of oil, gasoline, and blood. Then, on the ocean surface, a face appeared. It was that of a young lieutenant, the plane's bombardier, who was struggling to a life raft and pulling himself aboard. So began one of the most extraordinary odysseys of the Second World War. The lieutenant's name was Louis Zamperini. In boyhood,…


Book cover of A Walk in the Woods: Rediscovering America on the Appalachian Trail

Eyal Halfon Author Of They Were Here Before Us: Stories from Our First Million Years

From my list on traveling the world from your armchair.

Why am I passionate about this?

Long before I became a filmmaker and many years before I knew what pre-history meant, I was a restless traveler. I was an adventurer and a hiker, fascinated by maps and mountain peaks and constantly searching for the best place for a coffee break. In my list, I have tried to combine my passion for traveling with what is really important in life: people, friends, and travel companions.

Eyal's book list on traveling the world from your armchair

Eyal Halfon Why did Eyal love this book?

Bryson inspired me while writing a book about my walk along the 600 miles of the Israel Trail.

He hiked the famous Appalachian Trail, but it was his traveling companion–an amusing type who has difficulty walking, who stands at the center of the book. I had more than one friend like this with me, and I learned that trees and landscapes are just the background in a travel book.

By Bill Bryson,

Why should I read it?

11 authors picked A Walk in the Woods as one of their favorite books, and they share why you should read it.

What is this book about?

From the author of "Notes from a Small Island" and "The Lost Continent" comes this humorous report on his walk along the Appalachian Trail. The Trail covers 14 states and over 2000 miles, and stretches along the east coast of America from Maine in the north to Georgia in the south. It is famous for being the longest continuous footpath in the world. It snakes through some of the wildest and most specactular landscapes in America, as well as through some of its most poverty-stricken and primitive backwoods areas.


Book cover of Being Mortal: Medicine and What Matters in the End

Elizabeth Anne Wood Author Of Bound: A Daughter, a Domme, and an End-of-Life Story

From my list on coping with the fact that we’re all going to die.

Why am I passionate about this?

I’ve been a little bit morbid since childhood. My father died when I was not quite 10 years old, and my mother was a huge fan of horror novels and scary movies. But I became seriously interested in death and dying when my mother got cancer and was facing the end of her own life. I acted as her medical advocate and participated in many aspects of her care. I'm also a sociologist who studies taboo elements of culture and I'm invested in creating a consciousness shift so that the United States is less death-phobic, allowing us all to live our lives more fully by addressing our mortality head-on!

Elizabeth's book list on coping with the fact that we’re all going to die

Elizabeth Anne Wood Why did Elizabeth love this book?

Atul Gawande is a doctor who writes like he’s a warm-hearted friend. I love the way that Gawande weaves stories about his medical practice into the story of his father’s life and death, while making deep insights into how we can improve hospital care, nursing home care, and end-of-life care for all.

I especially loved the chapters focused on re-envisioning health care and housing options for the elderly and ill. I love Gawande’s accessible style and the way he offers hope by looking at these issues from a very human perspective even when revealing problems that seem insurmountable from a distance.

By Atul Gawande,

Why should I read it?

11 authors picked Being Mortal as one of their favorite books, and they share why you should read it.

What is this book about?

THE INTERNATIONAL BESTSELLER

'GAWANDE'S MOST POWERFUL, AND MOVING, BOOK' MALCOLM GLADWELL

'BEING MORTAL IS NOT ONLY WISE AND DEEPLY MOVING; IT IS AN ESSENTIAL AND INSIGHTFUL BOOK FOR OUR TIMES' OLIVER SACKS

For most of human history, death was a common, ever-present possibility. It didn't matter whether you were five or fifty - every day was a roll of the dice. But now, as medical advances push the boundaries of survival further each year, we have become increasingly detached from the reality of being mortal. So here is a book about the modern experience of mortality - about what it's…


Book cover of Around the World in Eighty Days

Gary Orleck Author Of Travels With Maurice: An Outrageous Adventure in Europe, 1968

From my list on life and it's changes – the what, where, and why.

Why am I passionate about this?

At 13 years old I told my father that “I will be travelling around the USA as soon as I graduate college." It took 10 days to prepare but prepare and depart I did. I worked my way around the USA for 6 months and on the way home I told my Dad, “Next is Europe.” A year later I traveled with the son of the richest man in the world and the adventures we had driving 19,865 miles through 12 European countries for 10 weeks were both mind-blowing and life-changing. My passion for traveling and life shows throughout my book, and I assure you that you'll enjoy travelling along with me. 

Gary's book list on life and it's changes – the what, where, and why

Gary Orleck Why did Gary love this book?

After you remind yourself that this story is taking place in 1872, you can just sit back and have fun with it as you will come to see that it is a very clever story and true to the time period it is set in.

I advise that you should let your mind wander, and you will very easily fall in love with the well-defined characters and the suspense of the story. Have we not all raced against time in our own lifetime? It is a really fun read, especially if you use your imagination to join in, and that is why I believe that everybody should read this classic story at least once in their lifetime.

By Jules Verne,

Why should I read it?

3 authors picked Around the World in Eighty Days as one of their favorite books, and they share why you should read it.

What is this book about?

Some novels are considered classics of children literature, read by numerous generations of young readers who made them immortal. That is the case with Around the World in Eighty Days by Jules Verne, a true prototype for many later adventure tales. The thrilling race against time of eccentric Phileas Fogg and his manservant Passepartout, having to run around the planet to win a bet, is here presented in a modern and original way, thanks to the splendid drawings by Francesca Rossi, an artist able to capture the vivid atmosphere of the story.


Book cover of The Cafe on the Edge of the World

Gary Orleck Author Of Travels With Maurice: An Outrageous Adventure in Europe, 1968

From my list on life and it's changes – the what, where, and why.

Why am I passionate about this?

At 13 years old I told my father that “I will be travelling around the USA as soon as I graduate college." It took 10 days to prepare but prepare and depart I did. I worked my way around the USA for 6 months and on the way home I told my Dad, “Next is Europe.” A year later I traveled with the son of the richest man in the world and the adventures we had driving 19,865 miles through 12 European countries for 10 weeks were both mind-blowing and life-changing. My passion for traveling and life shows throughout my book, and I assure you that you'll enjoy travelling along with me. 

Gary's book list on life and it's changes – the what, where, and why

Gary Orleck Why did Gary love this book?

This book was inspirational in making me want to write my own story in order to look into my life-changing adventure, which changed me as a person and gave me a new awareness about myself. I am sure the author would be delighted that his words affected my life that way.

Isn't that why we as authors slave to do our work in order to be heard and change the reader's thinking about life and what it means to them? Well, this author accomplished that and I assure you it will have a similar effect on you if you read it.

Simply put, this may well change your perspective of your own life. 

By John Strelecky,

Why should I read it?

2 authors picked The Cafe on the Edge of the World as one of their favorite books, and they share why you should read it.

What is this book about?

Gifted by millions to those they love. The simple yet profoundly life changing story for anyone struggling to find their place in life. Seven time winner- Bestseller of the Year.

In a small cafe at a location so remote it stands in the middle of the middle of nowhere, a visitor finds three unusual questions on the back of a menu.

Why are you here?

Do you fear death?

Are you fulfilled?

With this food for thought and the guidance of three people at the cafe, the visitor embarks on a journey of self-discovery. Along the way discovering a new…


Book cover of An American Traveler: True Tales of Adventure, Travel, and Sport

Gary Orleck Author Of Travels With Maurice: An Outrageous Adventure in Europe, 1968

From my list on life and it's changes – the what, where, and why.

Why am I passionate about this?

At 13 years old I told my father that “I will be travelling around the USA as soon as I graduate college." It took 10 days to prepare but prepare and depart I did. I worked my way around the USA for 6 months and on the way home I told my Dad, “Next is Europe.” A year later I traveled with the son of the richest man in the world and the adventures we had driving 19,865 miles through 12 European countries for 10 weeks were both mind-blowing and life-changing. My passion for traveling and life shows throughout my book, and I assure you that you'll enjoy travelling along with me. 

Gary's book list on life and it's changes – the what, where, and why

Gary Orleck Why did Gary love this book?

This is a collection of a dozen essays allowing us to feel the fun, the drama, the craziness of travel, and the effect it can have on both our personalities and views after the journey. In other words, this book teaches us to feel these stories, which show us the more you risk the more rewards you will gain from your travel adventures.

It also reminds us to worry or at least be concerned for whom you are traveling with. After reading this, I believe it is not what we accomplish by traveling but what we take away from traveling.

By Randy Wayne White,

Why should I read it?

1 author picked An American Traveler as one of their favorite books, and they share why you should read it.

What is this book about?

A scintillating new collection from one of America's premier travel writers.


Book cover of Starter Dog: My Path to Joy, Belonging and Loving This World

Martha W. Murphy Author Of CRU Oyster Bar Nantucket Cookbook: Savoring Four Seasons of the Good Life

From my list on the eclectic reader of nonfiction.

Why am I passionate about this?

I’m a narrative nonfiction writer interested in a broad range of topics, including but not limited to: food and the people who bring it to us; travel and life in faraway places; human health and the role of medicine; memoir as one person’s story yet illustrative of the human spirit; and the unique and remarkable role dogs play in our lives. I am the same kind of reader: I read across a range of topics, mostly nonfiction. The bookshelves in my house and the record of titles I’ve checked out from my local library show an eclectic taste, as do the books I’m recommending here. I hope you’ll enjoy them!

Martha's book list on the eclectic reader of nonfiction

Martha W. Murphy Why did Martha love this book?

When Rona Maynard’s husband of nearly 50 years said one evening, “Let’s get a dog,” she was inclined to say, “Let’s not.” Indeed, as an online review of Starter Dog notes, this book is “an irresistible tale of reluctant dog ownership full of heart, humor, and wisdom.”

It’s all that and more. And so, as a person who loves to read books about dogs, I was delighted to come across this one.

Maynard writes beautifully (no surprise she was Editor In Chief at Chatelaine for 20 years), hence it is not only the captivating tale itself but also her way with words that makes this such a moving collection of 36 short chapters. You’ll smile, laugh out loud, and weep (I did), and be grateful for Maynard’s gift to readers.

By Rona Maynard,

Why should I read it?

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

What is this book about?

An irresistible tale of reluctant dog ownership full of heart, humor, and wisdom

Rona Maynard wants to love her life again. Stuck in the what-next doldrums after quitting a big job, she needs a new bridge to the world. So, well into their married life, she lets her husband talk her into their first dog, a rescue mutt named Casey. Rona frets about shedding, lost travel opportunities, and arguments about walking duty. She doubts she can love a dog. But when Casey romps through her door, Rona falls hard. Over time he gives her what no human could ― a…


Book cover of The Gentle Tamers: Women of the Old Wild West

Jan Mackell Collins Author Of Behind Brothel Doors: The Business of Prostitution in Kansas, Nebraska, and Oklahoma (1860–1940)

From my list on historical prostitution.

Why am I passionate about this?

Having grown up with an older generation—my great-grandparents, great-great aunts and uncles, and a godmother, all who were born between 1877 and 1900—I learned to appreciate how they lived and what they went through. As a child, I found a hand-written poem about a brothel queen who caused a gunfight between her paramour and a stranger. Then, in college, I met a wonderful old man who told me stories about the former red-light district right in my own neighborhood. Once I learned the often tragic, but also successful stories of these ladies, I decided to be their voice and remind America how important they were to our history.

Jan's book list on historical prostitution

Jan Mackell Collins Why did Jan love this book?

First published in 1958, this is one of the first books to pay respect and present the truth about the struggles western women faced. Mr. Brown was very thorough in covering women’s roles in the west, from homesteaders and wives, to women kidnapped by Natives, to actresses and prostitutes. He also used primary sources, not the internet, to conduct his research. 

By Dee Brown,

Why should I read it?

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

What is this book about?

All aspects of western feminine life, which include a good deal about the western male, are covered in this lively, informal but soundly factual account of the women who built the West. Among those whose stories are included are Elizabeth Custer; Lola Montez, Ann Eliza Young, Josephine Meeker, Carry Nation, Esther Morris, and Virginia Reed.


Book cover of Staking Her Claim: Women Homesteading the West

Marsali Taylor Author Of Women's Suffrage in Shetland

From my list on real women who refused to know their place.

Why am I passionate about this?

I’m Marsali Taylor, a retired teacher of English, French and Drama. I’ve always been interested in women’s history—not queens and countesses, but what life was like for ordinary people like me. A chance to research women’s suffrage in the Scottish National Library got me started reading these women’s stories in their own words—and what stories they were, from the first women graduates to the war workers. Women’s Suffrage in Shetland took two years of fascinating research, and I hope it’s the foundation for more work by other researchers, both here in Shetland and in other communities whose women fought for the vote.

Marsali's book list on real women who refused to know their place

Marsali Taylor Why did Marsali love this book?

These women did know their place – they’d measured it out, filled in the claim forms, assembled their tiny wood shack cabin or turf –roofed dugout, sewn their corn and dug their vegetable patch. The usual picture of pioneer women is as the mother of the family, but a staggering 12% of those Wild West pioneering homesteaders were single women or widows, and this is the story of over twenty of them. After introductory chapters, it’s told in their voices, through magazine articles, letters back home and memoirs written later. We learn about how they set out on their adventure, the reality of farming and how they coped, and their triumph as they won their claim. Fascinating.

By Marcia Hensley,

Why should I read it?

1 author picked Staking Her Claim as one of their favorite books, and they share why you should read it.

What is this book about?

Instead of talking about the rights of women, these frontier women grabbed the opportunity to become landowners by homesteading in the still wild west of the early 1900s. Here they tell their stories in their own words-through letters and articles of the time-of adventure, independence, foolhardiness, failure, and freedom.


5 book lists we think you will like!

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