Classic Best Pictures
Leading Ladies
Leading Men
Movie Musicals
Westerns
100

Scarlett O'Hara and Rhett Butler star in this 1939 Civil War epic 

What is Gone with the Wind?

100

She played Dorothy in The Wizard of Oz

Who is Judy Garland? 

100

Nicknamed "The Duke", he starred in westerns like True Grit

Who is John Wayne? 

100

Gene Kelly dances through a downpour in this 1952 classic

What is Singin' in the Rain? 

100

Paul Newman and Robert Redford play outlaws on the run in this 1969 film 

What is Butch Cassidy and the Sundance Kid? 

200
Julie Andrews plays a governess to the von Trapp children in this 1965 musical

What is The Sound of Music? 

200

She starred as Holly Golightly in Breakfast at Tiffany's 

Who is Audrey Hepburn? 

200

He played Rick Blaine in Casablanca 

Who is Humphrey Bogart? 

200

Julie Andrews floats down with her umberella as this magical nanny 

Who is Mary Poppins? 

200

Gary Cooper waits for outlaws arriving on the midday train in this 1952 film 

What is High Noon? 

300

Set at Rick's Cafe in Morocco, this 1942 film stars Humphrey Bogart and Ingrid Bergman 

What is Casablanca? 

300

The blonde bombshell starred in Some Like It Hot and Gentlemen Prefer Blondes 

Who is Marilyn Monroe? 

300

He won an Oscar as Atticus Finch in To Kil a Mockingbird 

Who is Gregory Peck? 

300

John Travolta and Oliva Newton-John fall in love at Rydell High in this 1978 hit

What is Grease? 

300

Clint Eastwood's nameless gunman in the "Dollars" films is known by this nickname

What is the Man with No Name?

400

The Sharks and the Jets retell Romeo and Juliet in this 1961 musical 

What is West Side Story? 

400

She played Cleopatra in 1963 and married co-star Richard Burton twice

Who is Elizabeth Taylor? 

400

He played Stanley Kowalski in A Streetcar Named Desire and Terry Malloy in On the Waterfront

Who is Marlon Brando? 

400

Rex Harrison teaches Eliza Doolittle proper English in this 1964 Best Picture 

What is My Fair Lady? 

400

John Wayne spends years searching for his kidnapped niece in this 1956 John Ford film

What is The Searchers?

500

Charlton Heston racfes chariots in this 1959 epic that won 11 Oscars

What is Ben-Hur? 

500

She holds the recford with four Best Actress Oscars

Who is Katharine Hepburn? 

500

Born Archibald Leach, he starred in The Philadelphia Story and To Catch a Theif 

Who is Cary Grant? 

500

Barbra Streisand won an Oscar in her film debut playing Fannt Bric in this 1968 musical 

What is Funny Girl? 

500

Alan Ladd plays a gunfighter in this 1953 film, which ends with young Joey calling after him 

What is Shane? 

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