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120 1960s Entertainment Trivia Questions

How much do you know about 1960s Entertainment? This category is for trivia questions and answers related to 1960s Entertainment (Entertainment). Each one is filled with fun facts and interesting information. There are 94 questions in this immediate directory. Last updated Dec 22 2024.
Related Questions & Answers:   1960s Movies (Movies by Year)   The 1980s   
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21 Who starred as the motorcycling hero in the 1963 movie "The Great Escape", in which allied prisoners of war plan a mass escape from a German POW camp?
Answer: Steve McQueen

"The Great Escape" also starred James Garner, Richard Attenborough and Charles Bronson.
This World War II adventure was based on a true story in which several hundred prisoners attempt to break free from the confines of a supposedly escape proof POW camp.
The film was directed by John Sturges.
    Your options: [ Steve McQueen ] [ Telly Savalas ] [ Paul Newman ] [ James Caan ]
  From Quiz: That's Entertainment ! - Swinging 60's Style
22 April 10: This film wins 5 Oscars -- including best picture, best screenplay, and best actor -- at the Academy Awards ceremony honoring the films of 1967. Name the film.
Answer: In the Heat of the Night

Virgil Tibbs (Sidney Poitier), an African-American detective from the north stumbles into a murder investigation in a small, southern, racially unenlightened town. Rod Steiger would walk away with an Oscar for his performance as 'Bill' Gillespie, the sheriff in charge of the investigation. Stirling Silliphant took home an Oscar for best screenplay.

In the best picture race, "In the Heat of the Night" beat out two classics ("The Graduate" and "Bonnie and Clyde") and two clunkers ("Dr. Doolittle" and "Guess Who's Coming to Dinner"). To be fair, "Guess Who's Coming to Dinner" deserves some points for its anti-bigotry message as well as its stellar cast (Poitier again, along with Katharine Hepburn and, in his final film, the great Spencer Tracy). For more info on the 1967 Oscar race, check out Mark Harris' terrific book, "Pictures at a Revolution: Five Movies and the Birth of the New Hollywood."
    Your options: [ In the Heat of the Night ] [ Guess Who's Coming to Dinner ] [ The Graduate ] [ Bonnie and Clyde ]
  From Quiz: 1968: The Year in Entertainment
23 May 1: A rocker and his girlfriend finally tied the knot on this day. Who was the lucky couple?
Answer: Elvis Presley and Priscilla Beaulieu

Priscilla's Air Force captain father was stationed in Germany at the same time as Private Elvis Presley. It was 1959 and Priscilla was only 14 years old, ten years younger than Elvis. Eight years later, they were finally married. By October of 1973, the marriage was over.
  From Quiz: 1967: The Year in Entertainment
24 Who remembers the "Tammy Doll" which was popular during the 1960s? I'm sure you all do, but do you remember what her little sisters name was?
Answer: Pepper

"Pepper" was the name of Tammy's little sister. The "Tammy Doll" was created in 1962 by the Ideal Toy Company and was inspired by the movie "Tammy and the Bachelor" which starred Debbie Reynolds and was the first of the four "Tammy" films. The "Tammy Doll" was a short lived gimmmick which was discontinued in 1966.
    Your options: [ Patty ] [ Dodi ] [ Pepper ] [ Nancy ]
  From Quiz: Rewind the '60s
25 1962: "Bond. James Bond." Sean Connery uttered these words in the first 007 film, which premiered this year. Which was it?
Answer: "Dr. No"

In a 2010 interview Connery stated that "From Russia With Love" was his favorite Bond film. He found the plot and locations intriguing. Connery went on to say that the film he had the best time filming was 1989's "Indiana Jones and the Last Crusade".
    Your options: [ "The Spy Who Loved Me" ] [ "Dr. No" ] [ "Live and Let Die" ] [ "On Her Majesty's Secret Service" ]
  From Quiz: They Said It in the '60s
26 In the sixties, the Eurovision Song Contest was a very popular event. Who won the 1965 edition with "Poupée de cire, poupée de son"?
Answer: France Gall

France Gall (real first name Isabelle) was born 1947. She had a few hits before entering the Eurovision Song Contest, but the Contest was her international breakthrough. The song was composed by Serge Gainsbourg, who also wrote the lyrics (with some double meanings, unfit for a family site like this one).
Giuglia Cinquetti won the Eurovision Song Contest in 1964 with "Non Ho L'Eta". Udo Jurgens won in 1966 with "Merci Cherie". Sandy Shaw won in 1967 with "Puppet on a String".
  From Quiz: Any Way The Sixties Blow
27 This film wasn't the highest grossing movie when it was released, but the advent of video and DVD have catapulted it to the top money maker of the 1960s. Which is it?
Answer: 101 Dalmatians

All those little kids who loved "101 Dalmatians" (1961) grew up and bought it for their own children. It's not surprising that the second biggest selling movie of the decade was another animated Disney film, "The Jungle Book" (1967). According to Worldwide Box Office the rest of the top 10 money makers of the 1960s are, in order: "The Sound of Music" (1965), "Thunderball" (1965), "Goldfinger" (1964), "Dr. Zhivago" (1965), "You Only Live Twice" (1967), "The Graduate" (1967), "Mary Poppins" (1964) and "Butch Cassidy & The Sundance Kid" (1969). 1967 saw the release of "Bonnie and Clyde."
    Your options: [ The Graduate ] [ The Sound of Music ] [ Bonnie and Clyde ] [ 101 Dalmatians ]
  From Quiz: 1960s All American Entertainment
28 One of the biggest movies of 1967 was "Bonnie and Clyde". The duo terrorise the 1920s US mid-west, robbing banks and leaving mayhem in their wake. Who starred as Clyde Barrow in this gruesome tale of violent crime?
Answer: Warren Beatty

Along with Warren Beatty the movie starred Fay Dunaway as Bonnie Parker. "Bonnie and Clyde" had the tagline "They're young... they're in love... and they kill people." Gene Wilder played his first film role in "Bonnie and Clyde" as Eugene Grizzard.
The movie won two Oscars, Estelle Parsons for "Best Actress in a Supporting Role", and Burnett Guffey for "Best Cinematography". "Bonnie and Clyde" won a further 17 industry awards.
  From Quiz: That's Entertainment - Swinging 60's Style #5
29 The word "supercalifragilisticexpialidocious" should lead you to the two word title of this classic sixties Disney movie.
Answer: Mary Poppins

Julie Andrews starred as magical nanny Mary Poppins and Dick Van Dyke as Bert / Mr. Dawes.
Walt Disney had seen Julie Andrews in the Broadway production of "Camelot" and offered her the lead role. She was pregnant at the time and Disney delayed the start of filming, even though the studio was having financial trouble at the time, so keen was he to have her in the role.
  From Quiz: That's Entertainment - Swinging 60's Style Pt2
30 April 14: This groundbreaking play opens off-Broadway, shocking many audience members and inspiring a generation of like-minded artists and activists to come. Name the play.
Answer: The Boys in the Band

A year before the Stonewall Riots put the fight for gay rights on the cultural map, playwright Mart Crowley's "The Boys in the Band" presented what NY Times critic Clive Barnes called "the frankest treatment of homosexuality I have ever seen on the stage." After a run of over a thousand performances off-Broadway, "The Boys in the Band" was turned into a film in 1970, starring the same cast.

A group of 30-something gay men gather to celebrate a friend's birthday at the apartment of Michael, a self-loathing alcoholic who wishes he wasn't gay. In our more enlightened time, "The Boys in the Band" seems dated and is rarely performed today. Its place in theater and gay rights history is nonetheless indisputable.
    Your options: [ The Boys in the Band ] [ Who's Afraid of Virginia Woolf? ] [ Waiting for Godot ] [ Oh, Calcutta! ]
  From Quiz: 1968: The Year in Entertainment
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