Winston Churchill Quiz - 65 Trivia Questions!

Delve into the life and leadership of Winston Churchill, the iconic British statesman who played a pivotal role in World War II. This quiz will explore his speeches, policies, and legacy as a wartime prime minister.

Who painted a portrait of Winston Churchill for his 80th birthday?

John Ruskin
Graham Sutherland
George VI
Winston Churchill's wife

Which Russian Foreign Minister visited Britain in May 1942 to sign a Treaty of Friendship with Winston Churchill?

Putin
Nikita Khrushchev
Molotov
Boris Yeltsin

What was the codename for the Quebec conference of September 1944, where Winston Churchill and Franklin D. Roosevelt met?

Octagon
Battle of Canada
The Conference of the Atlantic
The Summit

Which German city was bombed by British and American aircraft in February 1945?

Hamburg
Stuttgart
Berlin
Dresden

Who played Clementine in the 1981 film ‘Winston Churchill: The Wilderness Years’?

Jennifer Saunders
Sarah Snook
Elizabeth Taylor
Siân Phillips

Who was the American divorcee who caused British monarch Edward VIII to abdicate in 1936?

Elizabeth Taylor
Wallis Simpson
Edward VIII's wife
Charles Dickens

Where was Winston Churchill's funeral held in 1965?

The Tower of London
The Palace of Westminster
St Paul's
The Houses of Parliament

Who was Winston Churchill's Ambassador to Moscow at the time of the German invasion of Russia in 1941?

Winston Churchill
George Bernard Shaw
Stafford Cripps
George Bush

What was the name of Winston Churchill's first born daughter?

Theodore Roosevelt
Diana
Lady Churchill
Mrs. Churchill

Who did Winston Churchill succeed as British Prime Minister in May 1940?

Neville Chamberlain
David Cameron
Charles Dickens
Winston Churchill's son

What is the name of the Imperial War Museum's underground war rooms, preserved since 1945?

The Royal Military Academy, Sandhurst
Churchill's Secrets
The War Rooms
Churchill War Rooms

Who was the Labour Minister for Social Insurance and Allied Services from 1941 to 1945?

Arthur Greenwood
The Right Honourable George Bernard Shaw
John Major
William Holman

What was the name of Winston Churchill's daughter who died in 1921?

Marigold
Lady Churchill
A Lady of the Lake
Winston Churchill's wife

What policy was enacted by Franklin D. Roosevelt and Winston Churchill in 1941 to provide essential supplies to Britain without monetary payment?

Foreign Military Sales
The War Department
The Red Cross
Lend-Lease

Who was the leader of the Conservative Party at the time of Winston Churchill's demotion from the Admiralty?

Sir John Major
Sir Robert Walpole
Charles Dickens
Bonar Law

Under what pseudonym did Winston Churchill paint?

Charles Dickens
Winston Churchill
Charles Morin
Charles Darwin

Who succeeded Winston Churchill as British Prime Minister in 1945?

Winston Churchill
The Queen
Attlee
Charles Dickens

In which resort did Winston Churchill break his hip in 1962?

Nice
Monte Carlo
Palma de Mallorca
Palma del Sol

At which English stately home was Winston Churchill born in 1874?

Blenheim Palace
Harewood House
The White House
Hampton Court Palace

Where in London would you find a statue of Winston Churchill?

The Globe Theatre
Buckingham Palace
Parliament Square
Tower Bridge

What type of sub-machine gun was used by Winston Churchill?

S&W
.45 ACP
Sten
AK-47

Who became British Prime Minister in June 1935, succeeding Harold MacDonald?

Winston Churchill
George V
Lord Caithness
Baldwin

Winston Churchill did not win which Leicester parliamentary seat in the 1923 General Election?

East and South
Leicester West
Leicester South
Leicester North

Who was the most famous British Prime Minister of the 20th century?

John Major
Churchill
George VI
Winston Churchill

Winston Churchill supported the use of which paramilitary force in the Irish War of Independence?

Black and Tans
The Red Hand
The Irish Volunteers
The Volunteers

Who was the first wife of British Prime Minister Winston Churchill?

Margaret Thatcher
Mrs. Churchill
Clementine Hozier
Anne

In September 1922, the Chanak Crisis erupted as Turkish forces threatened to occupy which area?

Anatolia
The Mediterranean Sea
The Caucasus
Dardanelles

What was the codename for the World War 2 conference held in Tehran in November 1944?

The Council of Europe
The conference of the world's leaders
The World's First Conference
Eureka

Winston Churchill's first task as Minister for Transport was to mediate an industrial dispute on which river?

Tyne
Thames
River Thames

In January 1911, Winston Churchill was involved in the siege of which London house?

Sidney Street
Tower Bridge
The Houses of Parliament
The House of Parliament

Which treaty was signed by Winston Churchill and Neville Chamberlain in September 1939?

Munich Agreement
The Vienna Treaty
The Munich Agreement
The Treaty of Berlin

What was the only ball sport that Winston Churchill was interested in?

Polo
Basketball
Football
Tennis

In which US state is the Winston Churchill Museum?

Missouri
New York
Virginia
New Mexico

Who was the commander of the Afrika Korps during the Battle of Tripoli in 1941?

A German officer
Rommel
The Germans
Hitler

Which Greek philosopher did Winston Churchill read in his youth?

Plato's teacher
Plato's friend
Plato's brother
Plato

Who wrote a biography of Winston Churchill?

Rhodes James
Charles Dickens
George Bernard Shaw
Robert Kennedy

Winston Churchill edited which newspaper during the General Strike of 1926?

British Gazette
Daily Mirror
Times
Daily Express

Who was Winston Churchill's Foreign Secretary during the Second World War?

Winston Churchill
George VI
Halifax
George IV

Who sculpted the bronze group Allies in New Bond Street, London in 1995?

David Hockney
Michael Caine
David Smith
Lawrence Holofcener

What was Winston Churchill's parliamentary constituency in Essex?

Woodford
Harlow
Southend
Walthamstow

What position did Winston Churchill hold at the start of the First World War?

Prime Minister
Secretary of the Treasury
Minister of Foreign Affairs
First Lord

Which public school did Winston Churchill attend?

The King's School, Oxford
The King's School, Harrogate
The Queen's School, Oxford
Harrow

What was the name of the riot in the Rhondda Valley in South Wales in 1910, which was quelled by Winston Churchill

Tonypandy
Rhondda Valley Riot
The Rhondda Riot
The Battle of Rhondda Valley

Where did the Allies land in Italy in World War II?

Milan
Venice
Naples
Salerno

What was the name of British Prime Minister Churchill's Kent home?

Chatham
Chartwell
Castle House
The Big House

Winston Churchill was commissioned as a second lieutenant in which British Army regiment in 1895?

Royal Irish Guards
Queen's Own Hussars
The Royal Anglians
The Guards

For which newspaper did Winston Churchill work during the Sudanese War?

The Daily Telegraph
The Guardian
Daily Mail
The Morning Post

What did Winston Churchill describe in a speech in 1946?

The Cold War
European Union
World War II
Iron Curtain

In 1954, Winston Churchill ordered the evacuation of British troops from where?

Egypt
Libya
Suez
the Middle East

In which African city did Winston Churchill become seriously ill in December 1943?

Cape Town
Egypt
Casablanca
Tunis

Which report, published in November 1942, set out five 'Giant Evils' for post-war Britain?

The Royal Commission
The National Planning Report
Beveridge Report
The World Report

In February 1942, Winston Churchill described what as the worst disaster and largest capitulation in British military history?

The Battle of the Atlantic
the Battle of the Rivers
Singapore
The invasion of the United Kingdom

Churchill College is part of which university?

The University of Oxford
Cambridge
Oxford
London

Who was the Commander of the US Army during the Normandy landings in June 1944?

George Washington
General George S. Patton
Eisenhower
Roosevelt

Which British Prime Minister was born in 1874 and died in 1965?

Sir Winston Leonard Spencer Churchill
Sir Robert Peel
Charles Darwin
John Major

Winston Churchill became MP for which Scottish constituency in 1908?

Glasgow
Dundee
Lochaber
Perth

Winston Churchill was the commander of which British Army battalion during the First World War?

The Queen's Own
Royal Scots Fusiliers
The Royal West Londonshires
British Horse

In November 1942, Winston Churchill ordered the ringing of what in Britain for the first time since early 1940?

Telephone signals
The national anthem
A chime
Church bells

Who conducted the singing of 'For He's a Jolly Good Fellow' at the end of World War II?

Ernest Bevin
David Beckham
Charles Dickens
The British Foreign Office

Winston Churchill was a supporter of what movement in the 1920's?

Zionism
Conservatives
The anti-fascists
The British Empire

Who did Churchill propose using as an intermediary in the negotiations for a peace settlement with France and Germany in May 1915?

Mussolini
The French government
The British Empire
The Italian government

In 1909 Winston Churchill introduced a bill that banned miners from working more than what?

A month
Eight-hour day
Four hours
Half a day

What was the name of the German code-breaking machine used by the Kriegsmarine during World War II?

German Secret Service
German submarine
The German codebreaker
Enigma

Where did Winston Churchill and Franklin D. Roosevelt meet in January 1943 to sign the Treaty of Versailles?

New York
At the Palace of Versailles
Casablanca
Paris

What was the codename for the repatriation of Soviet prisoners of war from the Western Allies in 1947?

The Red Cross
The White House
The Great Escape
Keelhaul
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