40s
50s
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Artists
100

Gene Autry sang about this shiny-nosed hero who went down in history on a foggy Christmas Eve.

What is "Rudolph, the Red-Nosed Reindeer" by Gene Autry?

100

In 1956, Elvis Presley scored his very first #1 pop hit with this gloomy song about moving down to the end of Lonely Street. 

What is "Heartbreak Hotel" by Elvis Presley?

100

Aretha Franklin scored a #1 anthem in 1967 by spelling out exactly what she was demanding when her man came home: "R-E-S-P-E-C-T."

What is "Respect" by Aretha Franklin?

100

Stevie Wonder famously warned that "when you believe in things that you don't understand, then you suffer" in this funky 1972 hit.

What is "Superstition" by Stevie Wonder?

100

"Jailhouse Rock," "Hound Dog," and "Heartbreak Hotel" were all massive #1 hits recorded by this iconic singer known as the "King of Rock and Roll."

Who is Elvis Presley?

200

Dooley Wilson's character Sam plays this signature song upon Ilsa's famous request, "Play it once, Sam. For old times' sake."

What is "As Time Goes By" by Dooley Wilson?

200

The Flamingos scored a major 1959 hit with this romantic doo-wop classic about being so in love that "shores are far away" and "stars are in the sky."

What is "I Only Have Eyes for You" by The Flamingos?

200

Van Morrison sang about "laughing and a-running" and playing in the misty morning fog with a special lady in this classic 1967 hit.

What is "Brown-Eyed Girl" by Van Morrison?

200

Elton John sang "it's a little bit funny, this feeling inside" in this romantic 1970 breakthrough ballad with lyrics written by Bernie Taupin.

What is "Your Song" by Elton John?

200

This legendary Fab Four group from Liverpool dominated the charts with iconic hits like "Hey Jude," "Let It Be," and "Yesterday."

Who are The Beatles?

300

Voiced by Cliff Edwards as Jiminy Cricket in Pinocchio, this iconic Disney song promises that "your dreams come true."

What is "When You Wish Upon a Star" by Cliff Edwards?

300

In 1957, 16-year-old Paul Anka hit #1 with this classic teenage love song written about a girl he had a crush on back home.

What is "Diana" by Paul Anka?

300

Louis Armstrong sang about "trees of green, red roses too" and "blue skies and clouds of white" in this uplifting 1967 classic.

What is "What a Wonderful World" by Louis Armstrong?

300

The Bee Gees sang that "we're living in a world of fools breaking us down" in this smooth 1977 ballad from the Saturday Night Fever soundtrack.

What is "How Deep Is Your Love" by the Bee Gees?

300

This legendary crooner is best known for his smooth baritone voice and his record-breaking 1942 holiday hit, "White Christmas."

Who is Bing Crosby?

400

Written by Woody Guthrie as a response to "God Bless America," this famous folk song features the chorus "This land was made for you and me."

What is "This Land Is Your Land" by Woody Guthrie?

400

In 1957, The Everly Brothers scored their breakthrough crossover hit singing "Hello loneliness, I think I'm gonna cry" in this classic song.

What is "Bye Bye Love" by The Everly Brothers?

400

John Lennon wrote this nostalgic, psychedelic 1967 Beatles hit inspired by his childhood memories of playing in a Salvation Army children's home garden.

What is "Strawberry Fields Forever" by The Beatles?

400

Debby Boone won a Grammy for Best New Artist after topping the charts with this 1977 hit, singing "it can't be wrong when it feels so right."

What is "You Light Up My Life" by Debby Boone?

400

This famous bandleader and trombonist defined the swing era with instrumental big band classics like "In the Mood" and "Moonlight Serenade."

Who is Glenn Miller?

500

Glenn Miller's 1940 swing hit was named after this famous street intersection and train transfer point in Birmingham, Alabama.

What is "Tuxedo Junction" by Glenn Miller?

500

In 1958, Eddie Cochran sang about wanting to take two weeks off to "raise a little fuss" in this teenage frustration anthem.

What is "Summertime Blues" by Eddie Cochran?

500

Mick Jagger sang about seeing a red door and wanting to turn it dark in this driving 1966 hit by The Rolling Stones.

What is "Paint It Black" by The Rolling Stones?

500

Wild Cherry hit #1 in 1976 with this funky dance track about a white rock singer advice-driven to "lay down that boogie and play that funky music till you die."

What is "Play That Funky Music" by Wild Cherry?

500

This iconic British rock band became world-famous for groundbreaking concept albums like The Dark Side of the Moon and The Wall.

Who is Pink Floyd?

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