9 Inspiring Documentaries About Churchill

Sir Winston Churchill was a British statesman, politician, and writer who made an enormous impact on world history. His contributions to the Allied victory during the Second World War earned him his place in history. Churchill was and still is a figure of great interest and fascination throughout the world.

Documentaries about him give us the opportunity to examine Churchill's remarkable career and life in detail. In this blog post, we have compiled a list of the best documentaries about Churchill that will take you on a journey from his early life to his political career and wartime leadership.

Winston Churchill: Walking with Destiny (2010)

Winston Churchill: Walking with Destiny by Richard Trank is an epic portrayal of the life of Winston Churchill.

The documentary covers the childhood and early years of Churchill's life, his experiences in the Boer War, his political career before the Second World War, and his wartime leadership. It features interviews with scholars and experts on Churchill's life as well as rare footage of him. This documentary is a must-watch for Churchill enthusiasts.

Winston Churchill: Walking with Destiny

Winston Churchill's War (2021)

Another fascinating documentary series about Churchill is Winston Churchill's War. This documentary explores Churchill's leadership during the Second World War. It delves into the political and military strategies that Churchill implemented to guide Britain through the war.

The film includes interviews with historians and experts, as well as rare archival footage of Churchill and the events that shaped his leadership during the war.

Winston Churchill's War

Churchill's Secret Cabinet (2013)

One of the more recent documentaries about Churchill is Churchill's Secret Cabinet by Historian Andrew Roberts. This documentary delves into the secret inner workings of Churchill's cabinet during the Second World War. It highlights the roles played by key members of Churchill's inner circle and reveals the challenges he faced as he navigated through the complexities of the war.

The documentary also sheds light on Churchill's experiences as a wartime leader and his relationships with other leaders such as Franklin D. Roosevelt and Joseph Stalin.

Churchill's Secret Cabinet

Winston Churchill and Englishness (2015)

In Winston Churchill and Englishness (2015), David Reynolds takes a fascinating look at Churchill's views on national identity and his relationship with the English. It explores the extent to which Churchill's image was constructed around his Englishness and his role in shaping British identity.

This documentary is a thought-provoking reflection on Churchill's legacy, and the way that he has come to symbolize a particular vision of Britishness.

Winston Churchill and Englishness

Churchill's War (2019)

Churchill's War by Robert Powell is a gripping six-part documentary series exploring Churchill's leadership during the Second World War.

The documentary covers key events such as Dunkirk, the Battle of Britain, the D-Day landings, and the political and military strategies used by Churchill to guide Britain through the war. The series combines expert interviews with archival footage and cinematically re-enacted scenes to bring Churchill's wartime leadership to life.

Churchill's War

Churchill and Roosevelt's Gentlemen's Agreement (2017)

This documentary focuses on the friendship and diplomatic relationship between Churchill and Franklin D. Roosevelt during World War II. Through interviews with historians and archival footage, the documentary explores how the two leaders worked together, despite their differences, to defeat Nazi Germany.

The documentary also sheds light on the "gentlemen's agreement" between Churchill and Roosevelt, which allowed them to divide the world into spheres of influence after the war.

Churchill and Roosevelt's Gentlemen's Agreement

Churchill: Winning the War, Losing the Peace (2015)

This documentary examines Churchill's life after World War II, specifically the period when he was Prime Minister from 1951 to 1955.

The film delves into Churchill's policies and decisions that contributed to the loss of Britain's status as a superpower, including his reluctance to embrace European integration and his belief in the British Empire. The documentary also explores personal aspects of Churchill's life, such as his struggle with depression.

Churchill: Winning the War, Losing the Peace

Churchill and the Movie Mogul (2019)

This documentary tells the story of Churchill's unlikely friendship with the Hollywood mogul, Alexander Korda. The film highlights how Korda was able to use his position in Hollywood to promote Churchill's views and help mobilize public support for the war effort.

The documentary also explores how this relationship impacted Churchill's image in the media and how it may have contributed to his eventual return as Prime Minister.

Churchill and the Movie Mogul

Churchill & the Queen (2022)

This documentary, released in 2022, explores the relationship between Churchill and Queen Elizabeth II. The film features interviews with historians, as well as archival footage and photographs that have yet to be seen by the public.

The documentary covers Churchill's interactions with the Queen during his time as Prime Minister, including the time he spent advising her during her early years as monarch.

Churchill & the Queen (2022)

Bonus Documentary

The War and Peace of Tim O’Brien (2020)

Directed by Academy Award-winner Aaron Matthews, The War and Peace of Tim O’Brien is a remarkable film that explores the impact of the Vietnam War on one of its most distinguished literary voices. Tim O’Brien is a award-winning author renowned for his novels and short stories about the Vietnam War and its aftermath. In The War and Peace of Tim O’Brien, Matthews takes viewers on a journey into O’Brien's life and work, revealing how his experiences in Vietnam shaped his writing and his worldview.

Through interviews with O’Brien, his family, and his colleagues, as well as archival footage and reenactments, The War and Peace of Tim O’Brien brings to life the transformative power of the Vietnam War on O’Brien's writing. It explores how the horrors of the war, the trauma of returning home, and the complexity of memory and truth influenced O’Brien's works.

Check out our podcast episode on The War and Peace of Tim O’Brien with author Tim O'Brien and director Aaron Matthews.

Conclusion

Winston Churchill was a remarkable leader who made an enormous impact on world history. These documentaries offer us the opportunity to explore Churchill's life and legacy in great detail. Whether you are a history buff or just interested in Churchill's story, these documentaries will take you on a fascinating journey through one of the greatest figures in history.

From his early life to his wartime leadership, these documentaries capture the essence of Churchill's remarkable career and life and give us an insight into the challenges he faced and overcame. So, get your popcorn ready and start watching these amazing documentaries about one of the most compelling figures of the twentieth century!

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