100 books like Winston's War

By Max Hastings,

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 did Robert love 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…


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 did Adam love 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

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 did Anthony love this book?

The late politician Lord Jenkins made a name for himself with his political biographies. Churchill: A Life was the culmination of a critically successful career as a writer. Jenkins leaves no stone unturned in assessing Churchill’s thirst for political glory. Andrew Roberts called the book ‘a masterpiece.’

By Roy Jenkins,

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?

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…


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 did Anthony love 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 did Jeremy love 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 did Andrew love 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…


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 did G. love 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 Eastern Approaches

Joanna Lillis Author Of Dark Shadows: Inside the Secret World of Kazakhstan

From my list on to summon up the spirit of Central Asia.

Why am I passionate about this?

I am a reporter and author with a passion for seeking out stories less told, and there are plenty of those in Central Asia, where I made my home more than two decades ago: first in Uzbekistan and, since 2005, in Kazakhstan. I have found telling overlooked tales from an overlooked region that is overshadowed by its mighty neighbours – the Russian bear to the north and the Chinese dragon to the east – to be both rewarding and valuable. I hope these book selections will bring more stories about the people who populate Central Asia to the attention of readers with inquisitive minds.

Joanna's book list on to summon up the spirit of Central Asia

Joanna Lillis Why did Joanna love this book?

In the 1990s when I worked at the British Embassy in Moscow organising social functions I met a kind, elderly, white-haired man who came to visit the ambassador. Sir Fitzroy Maclean was a distinguished former diplomat, war veteran, politician, and writer, but still he found time to chat with a lowly staff member about Soviet history – and when he got home, he sent me his book. Eastern Approaches is a captivating memoir of Maclean’s diplomatic service in the USSR during Stalin’s Terror, when he sneaked undercover into Central Asia and experienced many escapades, including run-ins with the Soviet secret police. His tales of derring-do evoke a bygone age – but his expressive portrayals of the people and landscapes of Central Asia are recognisable to anyone travelling in this alluring region today. 

By Fitzroy Maclean,

Why should I read it?

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

What is this book about?

70th Anniversary Edition with a New Foreword by Sunday Times Bestselling Author Simon Sebag Montefiore

'A classic' Observer | 'A legend' Washington Post | 'The best book you will read this year' Colonel Tim Collins

Posted to Moscow as a young diplomat before the Second World War, Fitzroy Maclean travelled widely, with or without permission, in some of the wildest and remotest parts of the Soviet Union, then virtually closed to foreigners. In 1942 he fought as a founder member of the SAS in North Africa. There Maclean specialised in hair-raising commando raids behind enemy lines, including the daring and…


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 did G. love 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…


Book cover of The Second World War: A Complete History

Gemma Liviero Author Of The Road Beyond Ruin

From my list on WW2 occupation, resistance, and the aftermath.

Why am I passionate about this?

Gemma is the bestselling author of historical fiction novels, translated into several languages. Set against the backdrop of war in Europe, her fifth book in this genre will be released later this year. She has combined the war experiences of family members in WWI and WWII, information collected during her research and travels, and her academic studies in writing and history, to create the authentic scenes and characters for her books.

Gemma's book list on WW2 occupation, resistance, and the aftermath

Gemma Liviero Why did Gemma love this book?

This 900-page history is a vivid account of WWII across all fronts. Though the research is meticulous and covers the length of the war, the explanations are clear and fascinating and the chronology makes it feel like a guided tour through time. Along the way, Gilbert interposes a human face and a very personal account, revealing upheaval and atrocities, but ensuring that there is a permanent record of those civilians, particularly Jews, who died without just cause. And the examples and conditions endured are at times difficult to read and heartbreaking. The book covers all aspects, from battle lines to partisan attacks, to numbers killed, to firsthand accounts, to Hitler’s inners circle, and more. This is an outstanding read and this book is just one of Gilbert’s many significant contributions as a historian.

By Martin Gilbert,

Why should I read it?

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

What is this book about?

Originally published by Weidenfeld in 1989 and now available in paperback, a history of the Second World War, which looks at its political, diplomatic, military and civilian aspects.


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

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