100 books like The Oregon Trail

By Francis Parkman,

Here are 100 books that The Oregon Trail fans have personally recommended if you like The Oregon Trail. 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 Kidnapped

David Cairns Author Of The Case of the Wandering Corpse

From my list on 19th century murder, mystery and mayhem.

Why am I passionate about this?

History has always been a captivating adventure for me, a stage to rekindle the echoes of times long past. My journey began amid musty archives in Hobart, where I stumbled upon a handwritten prison record about my wife's feisty ancestor, transported in the 1830s. There and then, I resolved to breathe life into the fading embers of her existence, and after extensive research, I wrote my first novel, a tapestry of historical events intertwined with the resurrection of long-forgotten souls. Since then, I've applied lessons from masters like Conan Doyle to create exciting, atmospheric stories that turn us all into time travelers on an exhilarating voyage.

David's book list on 19th century murder, mystery and mayhem

David Cairns Why did David love this book?

This is an enthralling adventure story that drags the reader across the rugged mountains, glens, and cities of 18th-century Scotland as the hero seeks to recover his stolen inheritance.

The story gallops along with vivid descriptions that transport the reader back to a time when loyalty and honour were really cherished. The character development, as David Balfour and Alan Breck risk all amongst the failed Jacobite uprising, is exceptional. This is another timeless classic that transports the reader to another age.

I love the interplay of real characters and real events with the underlying story, a technique that I use fully in my novels; it adds depth, veracity, and interest. Stevenson’s prose is also exceptional, creating images that make this a compelling and memorable adventure story.

By Robert Louis Stevenson,

Why should I read it?

5 authors picked Kidnapped as one of their favorite books, and they share why you should read it. This book is for kids age 12.

What is this book about?

Robert Louis Stevenson's classic, swashbuckling novel about a young boy who is forced to go to sea and who is then caught up in high drama, daring adventure and political intrigue.

Part of the Macmillan Collector's Library; a series of stunning, clothbound, pocket-sized classics with gold foiled edges and ribbon markers. These beautiful books make perfect gifts or a treat for any book lover. This edition is introduced by Louise Welsh and features black and white illustrations.

Headstrong David Balfour, orphaned at seventeen, sets out from the Scottish Lowlands to seek his fortune in Edinburgh. Betrayed by his wealthy Uncle…


Book cover of The Great Plains

Jim Rasenberger Author Of Revolver: Sam Colt and the Six-Shooter That Changed America

From my list on western migration before the Civil War.

Why am I passionate about this?

Jim Rasenberger is a writer and author of four books - Revolver, The Brilliant Disaster; America, 1908, and High SteelHe has contributed to the New York Times, Vanity Fair, Smithsonian, and other publications. A native of Washington, DC, he lives in New York City.

Jim's book list on western migration before the Civil War

Jim Rasenberger Why did Jim love this book?

Originally published in 1932, this remains one of the most accessible and thought-provoking books ever written about the American West. Webb’s work rises to the level of literature, especially when describing early encounters by white Americans with the landscape and native people they met west of the 98th meridian. Few writers have captured so vividly the expansion of America from the humid and forested east to the arid west of the Great Plains. Some of Webb’s conclusions may feel a little dated, but this remains a very compelling and rewarding book.

By Walter Prescott Webb,

Why should I read it?

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

What is this book about?

This classic description of the interaction between the vast central plains of America and the people who lived there has, since its first publication in 1931, been one of the most influential, widely known, and controversial works in western history. Arguing that "the Great Plains environment. . .constitutes a geographic unity whose influences have been so powerful as to put a characteristic mark upon everything that survives within its borders," Webb singles out the revolver, barbed wire, and the windmill as evidence of the new phase of civilization required for settlement of that arid, treeless region. Webb draws on history,…


Book cover of The Year of Decision 1846

Jim Rasenberger Author Of Revolver: Sam Colt and the Six-Shooter That Changed America

From my list on western migration before the Civil War.

Why am I passionate about this?

Jim Rasenberger is a writer and author of four books - Revolver, The Brilliant Disaster; America, 1908, and High SteelHe has contributed to the New York Times, Vanity Fair, Smithsonian, and other publications. A native of Washington, DC, he lives in New York City.

Jim's book list on western migration before the Civil War

Jim Rasenberger Why did Jim love this book?

A thrilling if bumpy ride through 1846, as DeVoto tracks multiple stories of Americans who headed west at the start of the great migration. Like Webb’s Great Plains, this book — published in 1942 — is a little dated in places, but DeVoto’s vivid descriptions and strong opinions make it highly enjoyable. The general subject is the “period when the manifold possibilities of chance were shaped to converge into the inevitable,” writes DeVoto. More plainly, the book is about "some people who went west in 1846." Many of them died on the way. Some found fortune. Altogether, they left behind extraordinary history.

By Bernard DeVoto,

Why should I read it?

1 author picked The Year of Decision 1846 as one of their favorite books, and they share why you should read it.

What is this book about?

Year of Decision 1846 tells many fascinating stories of the U.S. explorers who began the western march from the Mississippi to the Pacific, from Canada to the annexation of Texas, California, and the southwest lands from Mexico. It is the penultimate book of a trilogy which includes Across the Wide Missouri (for which DeVoto won both the Pulitzer and Bancroft prizes) and The Course of Empire. DeVoto's narrative covers the expanding Western frontier, the Mormons, the Donner party, Fremont's exploration, the Army of the West, and takes readers into Native American tribal life.


Book cover of The Plains Across: The Overland Emigrants and the Trans-Mississippi West, 1840-60

Jim Rasenberger Author Of Revolver: Sam Colt and the Six-Shooter That Changed America

From my list on western migration before the Civil War.

Why am I passionate about this?

Jim Rasenberger is a writer and author of four books - Revolver, The Brilliant Disaster; America, 1908, and High SteelHe has contributed to the New York Times, Vanity Fair, Smithsonian, and other publications. A native of Washington, DC, he lives in New York City.

Jim's book list on western migration before the Civil War

Jim Rasenberger Why did Jim love this book?

Posthumously published in 1970 by the University of Illinois Press, this is a must-have for anyone interested in the early years of the western migration. Unruh — who died young shortly after completing the manuscript performs the essential task of assembling credible data about emigrants and Native Americans, and — most importantly — about their encounters with each other. Popular myths and Hollywood movies notwithstanding, Unruh makes clear that Native Americans seldom caused emigrants much harm. Indeed, emigrants of the 1840s were more likely to shoot themselves and each other by accident than require a gun for self-defense.

By John D. Unruh,

Why should I read it?

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

What is this book about?

One of three finalists for the Pulitzer Prize in History and the winner of seven awards, including the John H. Dunning Prize of the American Historical Association, the Ray A. Billington Book Award of the Organization of American Historians, and the National Historical Society Book Prize.


Book cover of Bury My Heart at Wounded Knee: An Indian History of the American West

Ben Railton Author Of Of Thee I Sing: The Contested History of American Patriotism

From my list on folks who are frustrated by but still love America.

Why am I passionate about this?

I go by the title AmericanStudier in my public scholarship and take that name very seriously. I believe nothing is more important for our future than better remembering our past and that pushing the nation toward its most inspiring ideals requires grappling with our hardest and most painful histories. On my AmericanStudies blog, in my Saturday Evening Post Considering History column, and in all my other scholarly, public, and social media content, I am committed to sharing our histories and stories, figures and works, voices, and writing in all forms and for all audiences. I hope you’ll join me in this work by reading and sharing these great books!

Ben's book list on folks who are frustrated by but still love America

Ben Railton Why did Ben love this book?

No book captures more clearly and compellingly the horrific, inspiring, and vital histories and stories of Native Americans than Brown’s.

I love the ways that Brown offers a profoundly new perspective on the American West, on the foundational myths that too often limit the way we see ourselves and the realities with which we must grapple instead, and on Indigenous communities as an essential part of the American story at every stage.

Revisionist Westerns are one of my very favorite genres, and this is the best one I know.  

By Dee Brown,

Why should I read it?

6 authors picked Bury My Heart at Wounded Knee as one of their favorite books, and they share why you should read it.

What is this book about?

The American West, 1860-1890: years of broken promises, disillusionment, war and massacre.

Beginning with the Long Walk of the Navajos and ending with the massacre of Sioux at Wounded Knee, this extraordinary book tells how the American Indians lost their land, lives and liberty to white settlers pushing westward. Woven into a an engrossing saga of cruelty, treachery and violence are the fascinating stories of such legendary figures as Sitting Bull, Cochise, Crazy Horse and Geronimo.

First published in 1970, Dee Brown's brutal and compelling narrative changed the way people thought about the original inhabitants of America, and focused attention…


Book cover of The Ship That Flew

Kevin Kiely Author Of A Horse Called El Dorado

From my list on surviving danger and seeing your dream come true.

Why am I passionate about this?

This is very simple as to why there is passionate engagement with the themes listed within each of the five titles chosen. It's about engagement with the story which immediately comes from strongly identifying with the characters and events. The ‘identity factor’ is vital in drawing the reader in, and it's the mystery when writing a story or book which doesn’t begin with a prescribed plan. The mystery is really what creates the story and its characters, wanting to see what happens on the next page. With the reader, after having read a few pages, feeling the compulsion to read on, fully committed, emotionally involved, intrigued, and passionately caught up in the story.

Kevin's book list on surviving danger and seeing your dream come true

Kevin Kiely Why did Kevin love this book?

Peter is on his way home from school and discovers a crooked laneway. Soon he looks through the bay window of a junk shop and is ‘drawn’ towards one item inside: a little ship. There is a strange conversation between Peter and the owner of the shop who says, "All the money in the world wouldn’t have bought this ship once [...]. It would cost all the money you have in the world and a bit over!" The man in the shop sells it to Peter.

Along the beach on the way home the ship turns into a real ship with sails. The book is not only about the many adventures with his brothers and sisters involving time travel to many lands but has an overarching plot that one day Peter will have to return the ship where he bought it. Only then will he discover about the ship and…

By Hilda Lewis,

Why should I read it?

1 author picked The Ship That Flew as one of their favorite books, and they share why you should read it. This book is for kids age 8, 9, 10, and 11.

What is this book about?

When Peter sees the model ship in the shop window, he wants it more than anything else on Earth. But this is no ordinary model. The ship takes Peter and the other children on magical flights, wherever they ask to go. Time after time the magic ship takes them on different exciting adventures, to different countries, and to different times. And why should magic ever end?


Book cover of The Adventures of Henry Penn

Kevin Kiely Author Of A Horse Called El Dorado

From my list on surviving danger and seeing your dream come true.

Why am I passionate about this?

This is very simple as to why there is passionate engagement with the themes listed within each of the five titles chosen. It's about engagement with the story which immediately comes from strongly identifying with the characters and events. The ‘identity factor’ is vital in drawing the reader in, and it's the mystery when writing a story or book which doesn’t begin with a prescribed plan. The mystery is really what creates the story and its characters, wanting to see what happens on the next page. With the reader, after having read a few pages, feeling the compulsion to read on, fully committed, emotionally involved, intrigued, and passionately caught up in the story.

Kevin's book list on surviving danger and seeing your dream come true

Kevin Kiely Why did Kevin love this book?

In being faithful to the ‘first’ books I ever read The Ship That Flew and The Adventures of Henry Penn. Henry Penn is a Penguin and daydreamer. He wants to be a poet. Some of the story involves his creative life writing/reciting from his ‘secret’ little book the “Lays of Ancient Penland.” The close of the story recounts an episode after the Kipper War when there is a celebration concert and Henry performs his first poem!

The town’s people (Penguins) dominate the story. The Kipper War (is a funny episode) against the Pirates to recover the stolen hoard of fish belonging to the Penguins. Important in all of the books chosen are the illustrations, for instance, the illustration of Henry in school at the back of the class ‘caught’ by the teacher staring out the high windows.

By Isobel St Vincent,

Why should I read it?

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


Book cover of The Blue Fairy Book

Kevin Kiely Author Of A Horse Called El Dorado

From my list on surviving danger and seeing your dream come true.

Why am I passionate about this?

This is very simple as to why there is passionate engagement with the themes listed within each of the five titles chosen. It's about engagement with the story which immediately comes from strongly identifying with the characters and events. The ‘identity factor’ is vital in drawing the reader in, and it's the mystery when writing a story or book which doesn’t begin with a prescribed plan. The mystery is really what creates the story and its characters, wanting to see what happens on the next page. With the reader, after having read a few pages, feeling the compulsion to read on, fully committed, emotionally involved, intrigued, and passionately caught up in the story.

Kevin's book list on surviving danger and seeing your dream come true

Kevin Kiely Why did Kevin love this book?

Lang’s story telling is compelling opening up for the reader the timeless characters of Cinderella, Little Red Riding Hood, Hansel & Gretel, Jack the Giant Killer, Jonathan Swift’s “A Voyage to Lilliput” from Gulliver’s Travels, Aladdin, Sleeping Beauty, Rumpelstilzkin, Why the Sea is Salt, Goldilocks, Blue Beard, Snow White and many others. 

My sister and brother (older than I) used to read aloud from, not only The Blue Fairy Book but the Red Book and the Green Book. These stories were the first I’d heard, and were so real I believed the characters would be present in my life. Grimm’s Tales ‘told’ by Lang becomes an exciting guidebook for a young person growing up. This aspect was ‘proven’ to me by the co-existence of these characters as archetypes in terms of life events and situations. My conviction is that the storyline, characters, and the progression of events in…

By Andrew Lang,

Why should I read it?

1 author picked The Blue Fairy Book as one of their favorite books, and they share why you should read it. This book is for kids age 8, 9, 10, and 11.

What is this book about?

"The Blue Fairy Book" is Andrew Lang's classic selection of popular fairy tales. Contained in this work you will find the following tales: The Bronze Ring, Prince Hyacinth and the Dear Little Princess, East of the Sun and West of the Moon, The Yellow Dwarf, Little Red Riding-Hood, The Sleeping Beauty in the Wood, Cinderella; or, the Little Glass Slipper, Aladdin and the Wonderful Lamp, The Tale of a Youth Who Set Out to Learn What Fear Was, Rumpelstiltzkin, Beauty and the Beast, The Master-Maid, Why the Sea is Salt, The Master Cat; or, Puss in Boots, Felicia and the…


Book cover of Little House on the Prairie

Shaz Kahng Author Of The Closer

From my list on trailblazing smart women.

Why am I passionate about this?

Books have the power to change your life, that is, if you can find a story that inspires you. As a multiple-time CEO and board director I noticed the lack of fiction books with smart, strong, and positive female leaders- that’s why I started writing the Ceiling Smasher series. My first novel, The Closer, is about the first female CEO of a sports company and the secret society of professional women, called the Ceiling Smashers, who help her succeed. The books on this list are based on true stories about extraordinary women who demonstrated courage, brainpower, and grit to achieve great things and blaze new trails- who wouldn’t be inspired by that?

Shaz's book list on trailblazing smart women

Shaz Kahng Why did Shaz love this book?

What an amazing time to grow up in America as a pioneer settling into life on the prairie. This is the true story of Laura Ingalls Wilder’s resilient and loving family as they built their own home, hunted for their own food, and farmed the land. I read this book and others from the series to my daughters who were mesmerized by the life Laura led and the courage she displayed. The story depicts the challenges and the joys her family found in forging their own path and living life the way they wanted. The fact that the author captured all the ups, downs, and lessons learned and became a writer during that time period is another remarkable pioneering effort.

By Laura Ingalls Wilder, Garth Williams (illustrator),

Why should I read it?

3 authors picked Little House on the Prairie as one of their favorite books, and they share why you should read it.

What is this book about?

Classic tales by Laura Ingalls Wilder about life on the frontier and America's best-loved pioneer family.

The sun-kissed prairie stretches out around the Ingalls family, smiling its welcome after their long, hard journey across America. But looks can be deceiving and they soon find that they must share the land with wild bears and Indians. Will there be enough land for all of them?

The timeless stories that inspired a TV series can now be read by a new generation of children. Readers who loved Anne of Green Gables, Little Women, and Heidi will be swept up by this timeless…


Book cover of Never Caught Twice: Horse Stealing in Western Nebraska, 1850-1890

Ann Greene Author Of Horses at Work: Harnessing Power in Industrial America

From my list on horses in history.

Why am I passionate about this?

Growing up in rural Wisconsin, I was crazy about both horses and books, so it’s not surprising that in grad school I became a horse historian. I found that writing about work horses linked my love of horses with my interests in technology and nature. The books I’ve chosen show how humans and horses shaped each other, society, the environment, and built the modern world. I hope readers browse (graze?) these books at their leisure and pleasure.

Ann's book list on horses in history

Ann Greene Why did Ann love this book?

Horse stealing was more than theft of valuable and essential property. Matthew Luckett explains that on the Great Plains horse stealing “destabilized communities, institutions, nations, diplomatic relations, and cross-cultural exchange.” Luckett challenges many popular notions about horse thieves (for starters, they were not hung).  There were different kinds of horse theft and horse thieves. Don’t be misled by “Nebraska” in the title—this book shows that horse stealing had regional and national repercussions.   Luckett is an engaging writer, and this book is extremely readable and filled with compelling stories. I particularly recommend the chapter “The Horse Wars” about the role of horses in the war the U.S. Army waged against the Indians. 

By Matthew S. Luckett,

Why should I read it?

1 author picked Never Caught Twice as one of their favorite books, and they share why you should read it.

What is this book about?

2021 Nebraska Book Award

Never Caught Twice presents the untold history of horse raiding and stealing on the Great Plains of western Nebraska. By investigating horse stealing by and from four plains groups-American Indians, the U.S. Army, ranchers and cowboys, and farmers-Matthew S. Luckett clarifies a widely misunderstood crime in Western mythology and shows that horse stealing transformed plains culture and settlement in fundamental and surprising ways.

From Lakota and Cheyenne horse raids to rustling gangs in the Sandhills, horse theft was widespread and devastating across the region. The horse's critical importance in both Native and white societies meant that…


Book cover of Kidnapped
Book cover of The Great Plains
Book cover of The Year of Decision 1846

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5 book lists we think you will like!

Interested in the Great Plains, pioneers, and the Oregon Trail?

The Great Plains 25 books
Pioneers 74 books