Grammy Awards Trivia
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100 free Grammy Awards trivia questions with answers — music quiz, new questions added Oct 2026.
47 free Grammy Awards trivia questions with answers. The Grammys have been handing out gilded gramophones since 1959, and the history is full of trivia: a comedian who won Best New Artist, a Grammy that got revoked, a 100-year-old winner, a drummer who played on six straight Records of the Year, and one superstar with eight Song of the Year nominations and no wins. This quiz runs 100 questions covering the whole thing: the Big Four categories and who swept them, Album of the Year firsts, Beyoncé, Michael Jackson, Santana, Taylor Swift and Billie Eilish's records, the youngest and oldest winners, and the machinery behind the show, from where the trophies are made to which network is taking over the broadcast. It starts easy and works up to questions that will stump music journalists. Every answer has been checked against reference sources, shown under each question once you answer, so it works for a Grammy-night watch party or a music round at pub trivia.
30 of 100 questions with answers and explanations. Play the quiz
Q 01What object does the Grammy trophy depict?
A gramophone
A gramophone tone arm so thin that it kept breaking was John Billings's main concern when he redesigned the Grammy in the early 1990s.
Q 02Which organisation presents the Grammy Awards?
The Recording Academy
The Recording Academy's voting members are music professionals, and in 1997 it launched a separate Latin Recording Academy to run the Latin Grammys.
Q 03Which Hollywood landmark's committee inspired the Grammys?
Walk of Fame
Compiling music names for the Hollywood Walk of Fame, executives saw many industry leaders who would never earn a star, so they created their own awards.
Q 04Which singer won two of the first Grammys with her songbook albums?
Ella Fitzgerald
Ella Fitzgerald won Best Female Vocal Performance for her Irving Berlin Song Book and a jazz award for her Duke Ellington Song Book.
Q 05Which singer died at the Beverly Hilton the night before the 2012 Grammys, prompting a Jennifer Hudson tribute?
Whitney Houston
Jennifer Hudson sang Whitney Houston's 'I Will Always Love You' at the 2012 Grammys, held the day after Houston died.
Q 06Which conductor held the all-time Grammy record, with 31 wins, until 2023?
Georg Solti
Georg Solti, born in Budapest, led the Chicago Symphony Orchestra for 22 years and won his 31 Grammys between 1963 and 1998.
Q 07Which producer holds the record for the most Grammys won by a producer, with 28?
Quincy Jones
Quincy Jones produced 'We Are the World' and taped a sign on the studio door telling the stars to check their egos.
Q 08Which band holds the record for the most Grammys won by a group?
U2
U2 are the only act to win Record of the Year in consecutive years with songs from one album, 'Beautiful Day' and 'Walk On'.
Q 09Michael Jackson won a Grammy for narrating the storybook album of which Steven Spielberg film?
E.T.
E.T. the Extra-Terrestrial won Best Recording for Children in 1984, one of Michael Jackson's record eight Grammys that night.
Q 10Which 1999 album holds the record as the most-honoured album, with nine Grammys?
Supernatural by Santana
Supernatural was Carlos Santana's comeback after he lost his record deal, and its hit 'Smooth' with Rob Thomas also won Song of the Year.
Q 11Michael Jackson's record eight Grammys in 1984 came mostly for which album?
Thriller
Thriller's sweep came a month after Michael Jackson's hair caught fire while he was filming a Pepsi commercial.
Q 12Jennifer Lopez's green Versace dress at the 2000 Grammys inspired which Google product?
Google Images
Google Images launched in 2001 after Eric Schmidt's team saw the dress become the most popular search query they had ever seen.
Q 13Who was the first artist to win all four Big Four Grammys in a single night, in 1981?
Christopher Cross
Christopher Cross swept all four with his debut album, and its single 'Sailing' took both Record and Song of the Year.
Q 21Which was the first rock and roll album to win Album of the Year?
Sgt. Pepper's Lonely Hearts Club Band
Sgt. Pepper's Lonely Hearts Club Band was made as a pure studio project after the Beatles quit touring in 1966.
Q 22Which singer won five Grammys in 2008 while performing by satellite from London after her US visa came too late?
Amy Winehouse
Amy Winehouse sang 'Rehab' by satellite from London's Riverside Studios, and the song won both Record and Song of the Year.
Q 23Which act is the only one ever to have a Grammy revoked?
Milli Vanilli
Milli Vanilli's Rob Pilatus and Fab Morvan never sang on their album, and the award was taken back days after producer Frank Farian admitted it.
Q 14Which artist won all four Big Four awards on separate occasions rather than in one night?
Adele
Adele won Best New Artist in 2009, then became the first to sweep Album, Record and Song of the Year twice, in 2012 and 2017.
Q 15Who is the youngest lead artist ever to win Album of the Year?
Billie Eilish
Billie Eilish was 18 when When We All Fall Asleep, Where Do We Go? won, on the night she swept all four Big Four awards.
Q 16Which indie band surprised many viewers by winning Album of the Year at the 2011 Grammys?
Arcade Fire
Arcade Fire won with The Suburbs, released by the independent label Merge Records, and became the first indie act to take Album of the Year.
Q 17Who was the first woman to win Album of the Year, in 1962?
Judy Garland
Judy Garland won for Judy at Carnegie Hall, a live album of a 1961 concert many called the greatest night in show business history.
Q 18Which was the first hip hop album to win Album of the Year?
The Miseducation of Lauryn Hill
The Miseducation of Lauryn Hill is still her only studio album, and it made her the first woman to win five Grammys in one night.
Q 19Which was the first Spanish-language album to win Album of the Year?
Debí Tirar Más Fotos
Debí Tirar Más Fotos won three years after Bad Bunny's Un Verano Sin Ti became the first Spanish-language album nominated for the award.
Q 20Which two artists each won Album of the Year two years running as main artists?
Frank Sinatra and Stevie Wonder
Frank Sinatra won in 1966 and 1967, and Stevie Wonder in 1974 and 1975, then again with his next album, Songs in the Key of Life.
Q 24At 14, who became the youngest Best New Artist winner and the first country artist to win it, in 1997?
LeAnn Rimes
LeAnn Rimes broke through with 'Blue', a song Bill Mack had written in the 1950s, nearly 40 years before her version.
Q 25Which comedian won the Grammy for Best New Artist in 1961?
Bob Newhart
Bob Newhart won with The Button-Down Mind of Bob Newhart, a debut built on one-sided phone calls that also won Album of the Year.
Q 26Who won Best New Artist in 1969, becoming the first blind artist and first Puerto Rican to win it?
José Feliciano
José Feliciano won for his Latin-flavoured cover of The Doors' 'Light My Fire', and in 1970 he wrote 'Feliz Navidad' while homesick at Christmas.
Q 27Which song won Record and Song of the Year at the first Grammys?
'Volare' by Domenico Modugno
'Volare' by Domenico Modugno, officially 'Nel blu, dipinto di blu', won the Sanremo Festival but finished only third at Eurovision.
Q 28Which two artists have won Record of the Year three times?
Paul Simon and Bruno Mars
Paul Simon won twice with Simon & Garfunkel and once for 'Graceland'; Bruno Mars's third came with Silk Sonic, his duo with Anderson .Paak.
Q 29Who was the first artist to win Record of the Year in two consecutive years?
Roberta Flack
Roberta Flack's 'The First Time Ever I Saw Your Face' became a hit years after she recorded it, once Clint Eastwood used it in Play Misty for Me.
Q 30As of the 2026 Grammys, who had the most Record of the Year nominations, with nine?
Beyoncé
Beyoncé has won more Grammys than anyone, 35, yet has never won Record of the Year.