The best books on Winston Churchill and which book to start with

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

Who am I?

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.

I wrote...

Churchill, Master and Commander: Winston Churchill at War 1895-1945

By Anthony Tucker-Jones,

Book cover of Churchill, Master and Commander: Winston Churchill at War 1895-1945

What is my book about?

This book assesses what in his formative years shaped Winston Churchill as a military commander, and then examines how in high office he got it both right and wrong. From his earliest days, he was an extreme risk-taker and he carried this into adulthood. Today Churchill is widely hailed as Britain’s greatest wartime leader and politician. Deep down though, he was foremost a warlord. Just like his ally Stalin, and his arch enemies Hitler and Mussolini, Churchill could not help himself and insisted on personally directing the strategic conduct of the Second World War. For better or worse throughout his long career, he insisted on being both a political master and a military commander.

The books I picked & why

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Churchill: Walking with Destiny

By Andrew Roberts,

Book cover of Churchill: Walking with Destiny

Why this book?

When approaching Churchill, it is often very difficult to know quite where to start. That dilemma is solved by Roberts’ scholarly study. He is extremely balanced and nuanced in his approach to the country’s most famous prime minister and wartime leader. His depth of research is breath-taking and Roberts’ work will rightly remain a standard text for years to come.

Churchill: A Life

By Martin Gilbert,

Book cover of Churchill: A Life

Why this book?

Sir Martin Gilbert wrote the very first benchmark for Churchill's biographies. He has produced many fine works on Churchill, but this in many ways is the pinnacle of his achievements. At the time of publication, it was described as ‘By far the most lucid, comprehensive and authoritative account of Churchill that has been offered in a single volume.’

Churchill: A Biography

By Roy Jenkins,

Book cover of Churchill: A Biography

Why 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.’

Winston's War

By Max Hastings,

Book cover of Winston's War

Why this book?

Churchill is perhaps best remembered for his bulldog premiership during the Second World War. Max Hasting’s excellent study graphically portrays the enormous political and strategic stresses and strains endured by Churchill. Coalition warfare was one of vigorously competing interests and Hastings shows how Churchill achieved a quite remarkable juggling act.


By Clive Ponting,

Book cover of Churchill

Why 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.

5 book lists we think you will like!

Interested in Winston Churchill, prime ministers, and politics?

5,888 authors have recommended their favorite books and what they love about them. Browse their picks for the best books about Winston Churchill, prime ministers, and politics.

Winston Churchill Explore 36 books about Winston Churchill
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