Here are 100 books that Winston's War fans have personally recommended if you like Winston's War. 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 Churchill: Walking with Destiny

Robert Schmuhl Author Of Mr. Churchill in the White House: The Untold Story of a Prime Minister and Two Presidents

From my list on Winston Churchill’s life and affection for the US.

Why am I passionate about this?

Since my high school days, I’ve considered Winston Churchill the most intriguing figure in world history. He told someone who admired his paintings, “Genius has many outlets.” In his case, he was not only a talented artist but also a politician, statesman, author, and orator. While doing research for my last book, I came across references to Churchill’s visits to the White House to meet with Franklin Roosevelt and Dwight Eisenhower. No one had ever closely investigated these sojourns at critical times of WW II and the Cold War. A book was born.

Robert's book list on Winston Churchill’s life and affection for the US

Robert Schmuhl Why Robert loves this book

Roberts, a prolific historian and biographer, provides Churchill's best one-volume life. The author’s mastery of the material and his access to previously unavailable sources make this portrayal both definitive and comprehensive.

Chapter after chapter, Roberts captures the many different dimensions of a life like no other. The book’s energetic prose mirrors its animated subject.

By Andrew Roberts ,

Why should I read it?

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

What is this book about?

NEW YORK TIMES BESTSELLER

One of The Wall Street Journal's Ten Best Books of 2018
One of The Economist's Best Books of 2018
One of The New York Times's Notable Books of 2018

"Unarguably the best single-volume biography of Churchill . . . A brilliant feat of storytelling, monumental in scope, yet put together with tenderness for a man who had always believed that he would be Britain's savior." -Wall Street Journal

In this landmark biography of Winston Churchill based on extensive new material, the true genius of the man, statesman and leader can finally be fully seen and understood--by…


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Book cover of Aggressor

Aggressor by FX Holden,

It is April 1st, 2038. Day 60 of China's blockade of the rebel island of Taiwan.

The US government has agreed to provide Taiwan with a weapons system so advanced that it can disrupt the balance of power in the region. But what pilot would be crazy enough to run…

Book cover of Churchill: A Life

Adam Leitman Bailey Author Of Finding the Uncommon Deal: A Top New York Lawyer Explains How to Buy a Home For the Lowest Possible Price

From my list on making you a better and more successful leader.

Why am I passionate about this?

My name is Adam Leitman Bailey. I am a lawyer, a writer, an advocate, and a leader. Most importantly, I can not stand injustice.  

Adam's book list on making you a better and more successful leader

Adam Leitman Bailey Why Adam loves this book

Churchill was a great leader and lawyer and showed how to overcome difficult times.

No leader in world history has exemplified overcoming great odds to lead a country to beat the Nazis and instill a morale within its people when none existed. Almost every chapter in the book is a lesson on how to be a better leader.

By Martin Gilbert ,

Why should I read it?

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

What is this book about?

This edition of the highly acclaimed one-volume Churchill: A Life, is the story of adventure. It follows Winston Churchill from his earliest days to his moments of triumph. Here, the drama and excitement of his story are ever-present, as are his tremendous qualities in peace and war, not least as an orator and as a man of vision. Martin Gilbert gives us a vivid portrait, using Churchill's most personal letters and the recollections of his contemporaries, both friends and enemies, to go behind the scenes of some of the stormiest and most fascinating political events of our time, dominated by…


Book cover of Churchill: A Biography

W. Kenneth Tyler, Jr. Author Of Hunting the Red Fox

From my list on biographies of brilliant people written by literary giants and narrated by all-time greats.

Why am I passionate about this?

I’ve read more than a hundred biographies over the years, mostly because I want to know what makes great people great. In doing so, I have sifted through some real crap along the way. I don’t typically read many stories about losers.  Sad to say, and most people don’t want to hear it, but losers are a dime a dozen and unmotivating downers. My book list gives others the benefits of my 40-plus years of work in identifying books about brilliant, accomplished people written by first-rate historians and narrated by the ”cream of the crop.”

W. Kenneth's book list on biographies of brilliant people written by literary giants and narrated by all-time greats

W. Kenneth Tyler, Jr. Why W. Kenneth loves this book

This one’s easy. The writing in this book is so tight, thorough, clever, and subtly funny that I wanted to copy the author's style, but I wasn’t born an English aristocrat.

From the perspective of prose, it is the finest written book I have ever read. The author is clearly brilliant, and I’m in awe and envious of his mastery and usage of the English language and his seemingly unlabored way of phrasing the essence of situations, events, characteristics, and motivations of the people involved.

Then Jenkins chose Simon Vance to narrate with his voice impressions that are so eerily accurate I could feel Churchill in my very own presence.

The entire book is so thoroughly researched and documented that it clearly has become the go-to resource for all things “Churchill,” a man who may have more written about him than any man who ever lived except Jesus Christ.

By Roy Jenkins ,

Why should I read it?

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

What is this book about?

From the admiralty to the miner's strike, from the Battle of Britain to eventual victory over Nazi Germany, Churchill oversaw some of the most important events the world has ever seen. Winning the Nobel Prize in Literature for his personal writing and cautioning against a powerful Soviet Russia in his later years in office, his larger-than-life and complex personality has continued to fascinate writers and historians.

In this comprehensive biography, Roy Jenkins faithfully presents these events, while also managing to convey the contradictions and quirks in Churchill's character. Weaving together in-depth analysis and brilliant historical research, Jenkins has succeeded in…


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Book cover of Trusting Her Duke

Trusting Her Duke by Arietta Richmond,

A Duke with rigid opinions, a Lady whose beliefs conflict with his, a long disputed parcel of land, a conniving neighbour, a desperate collaboration, a failure of trust, a love found despite it all.

Alexander Cavendish, Duke of Ravensworth, returned from war to find that his father and brother had…

Book cover of Churchill

Anthony Tucker-Jones Author Of Churchill, Master and Commander: Winston Churchill at War 1895-1945

From my list on Winston Churchill and which book to start with.

Why am I passionate about this?

Anthony Tucker-Jones, a former intelligence officer, is an author, commentator, and writer who specializes in military history, with well over 60 books to his name. His work has also been published in an array of magazines and online. He regularly appears on television and radio commenting on current and historical military matters.

Anthony's book list on Winston Churchill and which book to start with

Anthony Tucker-Jones Why Anthony loves this book

Left-wing historian Ponting has his detractors for what many regarded as a critical revisionist approach to Churchill’s life. However, there is no denying the depth of his research. Furthermore, far from coming over as an overt critic, his study is far more balanced than often thought.

By Clive Ponting ,

Why should I read it?

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

What is this book about?

Ponting's text challenges the Churchill myth, declaring that much of the accepted interpretation of Churchill's life stems from his own writings about himself. Using source material released during the past 25 years, it questions his competence as a war leader and the true level of his popularity.


Book cover of Monty's Men: The British Army and the Liberation of Europe

Jeremy Black Author Of A History of the Second World War in 100 Maps

From my list on WW2 in Europe.

Why am I passionate about this?

Jeremy Black is a prolific lecturer and writer, the author of over 100 books. Many concern aspects of eighteenth-century British, European, and American political, diplomatic and military history but he has also published on the history of the press, cartography, warfare, culture, and on the nature and uses of history itself.

Jeremy's book list on WW2 in Europe

Jeremy Black Why Jeremy loves this book

Already a published expert on air power, armour, and the Normandy campaign, Buckley went on to produce a well-considered and ably researched evaluation of the British army in 1944-5, one that rescued it from the deeply-flawed criticism by Max Hastings of its relative effectiveness.

By John Buckley ,

Why should I read it?

1 author picked Monty's Men as one of their favorite books, and they share why you should read it.

What is this book about?

Historian John Buckley offers a radical reappraisal of Great Britain's fighting forces during World War Two, challenging the common belief that the British Army was no match for the forces of Hitler's Germany. Following Britain's military commanders and troops across the battlefields of Europe, from D-Day to VE-Day, from the Normandy beaches to Arnhem and the Rhine, and, ultimately, to the Baltic, Buckley's provocative history demonstrates that the British Army was more than a match for the vaunted Nazi war machine. This fascinating revisionist study of the campaign to liberate Northern Europe in the war's final years features a large…


Book cover of The Grand Alliance

Andrew Nagorski Author Of 1941: The Year Germany Lost the War

From my list on the view from London in 1941.

Why am I passionate about this?

Award-winning journalist and historian Andrew Nagorski was born in Scotland to Polish parents, moved to the United States as an infant, and has rarely stopped moving since. During a long career at Newsweek, he served as the magazine's bureau chief in Hong Kong, Moscow, Rome, Bonn, Warsaw, and Berlin. In 1982, he gained international notoriety when the Kremlin, angered by his enterprising reporting, expelled him from the Soviet Union. Nagorski is the author of seven books, including The Nazi Hunters and Hitlerland.

Andrew's book list on the view from London in 1941

Andrew Nagorski Why Andrew loves this book

Leave it to Churchill to sum up the events of 1941 that determined the ultimate outcome of the war. In his words, the theme of this volume of his epic account of the war is “How the British fought on with Hardship their Garment until Soviet Russia and the United States were drawn into the Great Conflict.” Much of this consists of letters, reports, speeches, and other original documents from that period, woven together by its skillful narrator. Little wonder that Churchill was later awarded the Noble Prize in Literature "for his mastery of historical and biographical description as well as for brilliant oratory in defending exalted human values.”

By Winston S. Churchill ,

Why should I read it?

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

What is this book about?

Winston Churchill's six-volume history of the cataclysm that swept the world remains the definitive history of the Second World War. Lucid, dramatic, remarkable both for its breadth and sweep and for its sense of personal involvement, it is universally acknowledged as a magnificent reconstruction and is an enduring, compelling work that led to his being awarded the Nobel Prize for literature. The Grand Alliance recounts the momentous events of 1941 surrounding America's entry into the War and Hitler's march on Russia - the continuing onslaught on British civilians during the Blitz, Japan's attack on Pearl Harbor and the alliance between…


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Book cover of The Duke's Christmas Redemption

The Duke's Christmas Redemption by Arietta Richmond,

A Duke who has rejected love, a Lady who dreams of a love match, an arranged marriage, a house full of secrets, a most unneighborly neighbor, a plot to destroy reputations, an unexpected love that redeems it all.

Lady Charlotte Wyndham, given in an arranged marriage to a man she…

Book cover of A Game of Birds and Wolves: The Ingenious Young Women Whose Secret Board Game Helped Win World War II

José P. Zagal Author Of Seeing Red: Nintendo's Virtual Boy

From my list on loving, learning, and caring about games.

Why am I passionate about this?

I’m lucky to have grown up as all these new genres and kinds of games were being invented and gaining in popularity: euro-boardgames, role-playing games, videogames, collectible card games, gamebooks, ALL the games. What a time to be alive since I’ve always been curious about, interested in, and passionate about them. Again, I was fortunate to learn about the nascent academic study of games just as I was entering my college years. So, I’ve been playing games and studying games for over a quarter century! But you can teach an old dog new tricks (and to play new games), and the books on this list have helped me do just that!

José's book list on loving, learning, and caring about games

José P. Zagal Why José loves this book

In addition to games, I also like to read and learn about history.

Simon’s book combines both of my interests–it’s the story of a special game that probably no one has ever heard about and the role it played in World War II. And then, for a little bit of extra spice–the whole thing–game, gameplay, and more–was super secret. I loved learning about the game and the history behind it. 

By Simon Parkin ,

Why should I read it?

1 author picked A Game of Birds and Wolves as one of their favorite books, and they share why you should read it.

What is this book about?


As heard on the New Yorker Radio Hour: The triumphant and "engaging history" (The New Yorker) of the young women who devised a winning strategy that defeated Nazi U-boats and delivered a decisive victory in the Battle of the Atlantic.

By 1941, Winston Churchill had come to believe that the outcome of World War II rested on the battle for the Atlantic. A grand strategy game was devised by Captain Gilbert Roberts and a group of ten Wrens (members of the Women's Royal Naval Service) assigned to his team in an attempt to reveal the tactics behind the vicious success…


Book cover of The Gathering Storm

G. C. Peden Author Of Churchill, Chamberlain and Appeasement

From my list on Britain and the coming of the Second World War.

Why am I passionate about this?

The Second World War featured prominently in comics and conversations with adults when I was a boy. Knowing about the war and its origins was a way to make sense of the world. As an undergraduate, my history professor insisted I also study economics. That has helped my study of strategy, which is also concerned with choices between alternative uses of scarce resources. However, dry analysis is not enough for a historian. It mattered that Churchill and Chamberlain had different personalities. I try to recapture the political passions of the past and the uncertainty people felt then about the future.

G.'s book list on Britain and the coming of the Second World War

G. C. Peden Why G. loves this book

I first read this book half a century ago and still enjoy rereading it. Churchill’s style is modeled on the great historians of the 18th and 19th centuries. He argues with conviction and clarity that war could have been prevented.

However, I find myself echoing a 19th century prime minister who said of the historian Macaulay: ‘I wish I were as sure of anything in this world as [he] is of everything.’

By Winston S. Churchill ,

Why should I read it?

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

What is this book about?

Winston Churchill's six-volume history of the Second World War.


Book cover of In Command of History: Churchill Fighting and Writing the Second World War

G. C. Peden Author Of Churchill, Chamberlain and Appeasement

From my list on Britain and the coming of the Second World War.

Why am I passionate about this?

The Second World War featured prominently in comics and conversations with adults when I was a boy. Knowing about the war and its origins was a way to make sense of the world. As an undergraduate, my history professor insisted I also study economics. That has helped my study of strategy, which is also concerned with choices between alternative uses of scarce resources. However, dry analysis is not enough for a historian. It mattered that Churchill and Chamberlain had different personalities. I try to recapture the political passions of the past and the uncertainty people felt then about the future.

G.'s book list on Britain and the coming of the Second World War

G. C. Peden Why G. loves this book

Churchill famously said that history would judge that he was right, and he would write the history. I admire David’s forensic approach to Churchill’s use of omissions and careful phrasing in this book to lend plausibility to counterfactuals regarding how Hitler could have been stopped. A masterpiece of historiography that enabled me to read Churchill’s work with new eyes.

By David Reynolds ,

Why should I read it?

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

What is this book about?

Winston Churchill fought the World War II twice over-first as Prime Minister during the war, and then later as the war's premier historian. From 1948-54, he published six volumes of memoirs. They secured his reputation and shaped our understanding of the conflict to this day. Drawing on the drafts of Churchill's manuscript as well as his correspondence from the period, David Reynolds masterfully reveals Churchill the author. Reynolds shows how the memoirs were censored by the British government to conceal state secrets, and how Churchill himself censored them to avoid offending current world leaders. This book illuminates an unjustly neglected…


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Book cover of Old Man Country

Old Man Country by Thomas R. Cole,

This book follows the journey of a writer in search of wisdom as he narrates encounters with 12 distinguished American men over 80, including Paul Volcker, the former head of the Federal Reserve, and Denton Cooley, the world’s most famous heart surgeon.

In these and other intimate conversations, the book…

Book cover of Churchill and America

Robert Schmuhl Author Of Mr. Churchill in the White House: The Untold Story of a Prime Minister and Two Presidents

From my list on Winston Churchill’s life and affection for the US.

Why am I passionate about this?

Since my high school days, I’ve considered Winston Churchill the most intriguing figure in world history. He told someone who admired his paintings, “Genius has many outlets.” In his case, he was not only a talented artist but also a politician, statesman, author, and orator. While doing research for my last book, I came across references to Churchill’s visits to the White House to meet with Franklin Roosevelt and Dwight Eisenhower. No one had ever closely investigated these sojourns at critical times of WW II and the Cold War. A book was born.

Robert's book list on Winston Churchill’s life and affection for the US

Robert Schmuhl Why Robert loves this book

Named Churchill’s official biographer in 1968, Gilbert draws on his vast library of research to focus on Churchill’s abiding interest in the native land of his mother, the former Jennie Jerome of New York. The chronological account reflects Churchill's growing attachment to what he called “the great Republic.”

Over time and on a personal basis, the U.S. became significant financially to the statesman and author. He saw the rising power of America and wanted to have the United Kingdom and British Commonwealth closely allied with the emerging superpower. 

By Martin Gilbert ,

Why should I read it?

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

What is this book about?

An account of the former British prime minister's seventy-year relationship with the United States describes how his work during the First and Second World Wars laid a foundation of a century-long alliance between the countries and established a key policy of cooperation that continues to this day. 75,000 first printing.


Book cover of Churchill: Walking with Destiny
Book cover of Churchill: A Life
Book cover of Churchill: A Biography

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