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Best Winston Churchill trivia quiz questions

Test your knowledge of the world's most famous wartime leader and Prime Minister, Winston Churchill!

  • What was the name of Churchill's famous speech given on March 5, 1946?

    The iron curtain

  • What was the name of Churchill's famous speech given on June 30, 1940?

    The few

  • What was the name of the British politician who served as Churchill's Chancellor of the Exchequer during World War II?

    Kingsley Wood

  • What was Churchill's military rank during World War I?

    Colonel

  • What was the name of the British battleship that Churchill served on during the Dardanelles campaign?

    HMS Queen Elizabeth

  • What was the name of Churchill's famous estate?

    Chartwell

  • What was Churchill's famous phrase for describing the Soviet Union's sphere of influence in Europe?

    Iron Curtain

  • What was the name of the French general who led the Free French forces during World War II and worked closely with Churchill?

    Charles de Gaulle

  • What was the name of the British politician who served as Churchill's deputy during World War II?

    Clement Attlee

  • What was the name of Churchill's famous speech given on September 19, 1946?

    From Stettin in the Baltic to Trieste in the Adriatic

  • Which famous speech by Winston Churchill contains the line 'We shall fight on the beaches'?

    We Shall Fight on the Beaches

  • What was the name of Winston Churchill's personal bodyguard?

    Walter H. Thompson

  • What was the name of Churchill's wife?

    Clementine

  • What was the name of Churchill's famous speech given on June 4, 1940?

    We shall fight on the beaches

  • What was Churchill's favorite drink?

    Whiskey

  • What was the name of Winston Churchill's favorite brand of cigars?

    Romeo y Julieta

  • What was the name of the speech that Churchill delivered in the House of Commons on June 4, 1940?

    We shall fight on the beaches

  • How many times did Winston Churchill serve as Prime Minister of the United Kingdom?

    2

  • What was the name of the British general who commanded the British forces in Italy during World War II and worked closely with Churchill?

    Harold Alexander

  • What was the name of the British politician who succeeded Churchill as Prime Minister in 1955?

    Anthony Eden

  • Which famous battle did Winston Churchill describe as 'a colossal military disaster'?

    Battle of Dunkirk

  • Which famous scientist did Winston Churchill write about in a 1931 essay?

    Albert Einstein

  • Which British king abdicated during Winston Churchill's lifetime?

    King Edward VIII

  • What was the name of Churchill's famous speech given on January 20, 1945?

    The sinews of peace

  • What was the name of Winston Churchill's country home in Kent?

    Chartwell

  • Which military operation did Winston Churchill call 'the end of the beginning'?

    Operation Torch

  • What was the name of Churchill's famous pet poodle?

    Rufus

  • In which year was Winston Churchill born?

    1874

  • What was Churchill's hobby?

    Painting

  • Which university did Churchill attend?

    Harrow School

  • What was the name of Winston Churchill's last painting?

    The Goldfish Pool at Chartwell

  • What was the code name for the secret meeting between Winston Churchill and Franklin D. Roosevelt in 1941?

    Atlantic Charter Conference

  • What was the name of the conference where Winston Churchill, Franklin D. Roosevelt, and Joseph Stalin met for the first time?

    Tehran Conference

  • What was the name of the British politician who served as Churchill's Foreign Secretary during World War II?

    Anthony Eden

  • What was Winston Churchill's full name?

    Sir Winston Leonard Spencer-Churchill

  • What was the name of the British general who commanded the British Expeditionary Force in France during World War II and later became Churchill's chief of staff?

    John Dill

  • What was the name of Churchill's famous speech given on May 13, 1940?

    Blood, toil, tears, and sweat

  • Which political party did Churchill belong to for most of his career?

    Conservative Party

  • What was the name of Churchill's famous speech given on October 29, 1941?

    Never give in

  • In which year did Winston Churchill become the Prime Minister of the United Kingdom for the first time?

    1940

  • What was the name of the British politician who famously said that Churchill had 'mobilized the English language and sent it into battle'?

    Edward R. Murrow

  • Which famous British actor portrayed Winston Churchill in the film 'Darkest Hour'?

    Gary Oldman

  • What was the name of the British tank that Churchill designed during World War II?

    Churchill Tank

  • What was the name of Churchill's famous cigar brand?

    Romeo y Julieta

  • What was the name of Churchill's famous speech given on June 16, 1953?

    The most beautiful funeral

  • What was the name of Churchill's famous speech given on June 18, 1940?

    This was their finest hour

  • Which prestigious award did Winston Churchill win in 1953?

    Nobel Prize in Literature

  • What was the name of the British air force that Churchill established during World War II?

    Royal Air Force

  • What was the title of Churchill's six-volume memoirs?

    The Second World War

  • What was the name of the American president who Churchill formed a close alliance with during World War II?

    Franklin D. Roosevelt

  • What was the name of Churchill's famous speech given on October 28, 1944?

    The broad sunlit uplands

  • What was the name of Churchill's famous speech given on August 20, 1940?

    Never was so much owed by so many to so few

  • What was the name of the British general who commanded the British forces in the Middle East during World War II and worked closely with Churchill?

    Archibald Wavell

  • Which American president awarded Winston Churchill honorary US citizenship?

    John F. Kennedy

  • What was the name of the British general who commanded the British forces in Greece during World War II and worked closely with Churchill?

    Henry Maitland Wilson

  • What was the name of Churchill's famous speech given on November 10, 1942?

    The price of greatness is responsibility

  • What was the nickname of Winston Churchill's mother?

    Lady Randolph

  • What was the name of the British politician who famously criticized Churchill's leadership during World War II?

    Leo Amery

  • What was the name of Churchill's political party?

    Conservative Party

  • What was the name of Churchill's famous speech given on July 14, 1941?

    Give us the tools

  • What was the name of the British politician who succeeded Churchill as leader of the Conservative Party in 1957?

    Harold Macmillan

  • What was the name of Winston Churchill's pet cat?

    Jock

  • What was Churchill's nickname for his depression?

    Black Dog

  • What was the title of Winston Churchill's six-volume history of World War II?

    The Second World War

  • What was the name of Winston Churchill's favorite drink?

    Pol Roger Champagne

  • What position did Churchill hold during World War II?

    Prime Minister of the United Kingdom

  • What was Winston Churchill's middle name?

    Leonard

  • In which war did Winston Churchill serve as a war correspondent?

    Second Boer War

  • What was the name of Churchill's father?

    Lord Randolph Churchill

  • What was the name of Churchill's mother?

    Jennie Jerome

  • What was the name of Winston Churchill's horse that won the 1899 South African Derby?

    Colonist II

  • What was the name of Winston Churchill's official biographer?

    Martin Gilbert

  • Which famous British explorer was a close friend of Winston Churchill?

    T.E. Lawrence

  • Which famous landmark did Winston Churchill propose to build after World War II?

    Channel Tunnel

  • What was the name of the country estate where Churchill was born?

    Blenheim Palace

  • What was the name of Churchill's famous bulldog?

    Dodo

  • What was the name of Churchill's famous speech given on February 9, 1941?

    The end of the beginning

  • What was the name of the British general who commanded the British forces in Burma during World War II and worked closely with Churchill?

    William Slim

  • What was the name of the military operation that Churchill planned and executed during World War I?

    Gallipoli Campaign

  • What was the name of Winston Churchill's personal secretary who wrote a biography about him?

    Elizabeth Nel

  • Which famous artist painted a portrait of Winston Churchill that he famously disliked?

    Graham Sutherland

  • What was the name of Winston Churchill's private plane during World War II?

    Ascalon

  • What was the name of Churchill's famous war strategy?

    The Blitz

  • What was the name of the British general who commanded the Eighth Army in North Africa during World War II and worked closely with Churchill?

    Bernard Montgomery

  • What was Churchill's profession before he entered politics?

    Journalist

  • What was the name of the British intelligence agency that Churchill headed during World War I?

    Department of Naval Intelligence

  • What was the name of Churchill's famous speech given on June 12, 1941?

    We shall fight on the seas and oceans

  • What was the name of the British scientist who advised Churchill on nuclear weapons during World War II?

    Frederick Lindemann

  • What was the name of Churchill's wife?

    Clementine

  • Which famous British poet did Winston Churchill admire?

    Lord Byron

  • Which famous author was a distant cousin of Winston Churchill?

    George Orwell

  • What was the name of the British admiral who commanded the Royal Navy during World War II and worked closely with Churchill?

    Andrew Cunningham

  • Which political party did Winston Churchill represent during his time as Prime Minister?

    Conservative Party

  • What was the name of the British spy who worked for the Soviet Union and passed secrets to them during World War II, causing great embarrassment to Churchill?

    Kim Philby

  • In which year did Winston Churchill first become Prime Minister of the United Kingdom?

    1940

  • Which famous British admiral did Winston Churchill write a biography about?

    John Jervis, Earl of St Vincent

  • What was the name of Winston Churchill's father?

    Lord Randolph Churchill

  • What was the name of the political philosophy that Churchill espoused?

    One-nation conservatism
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