If you’re not whistling “Graceland” or “Diamonds on the Soles of Her Shoes” already, you will be by the time you’re done with these Paul Simon trivia questions and answers.
From his early work with Art Garfunkle (or “Tom and Jerry”) to his most recent albums, Paul Simon’s music defines “America” for many music lovers.
A talented singer, songwriter, and multi-instrumentalist, Paul Simon’s work was instrumental (see what we did there?) in introducing acts like Ladysmith Black Mambazo to the mainstream listening audience. So, if you’re ready to start feelin’ groovy, dive in and try your hand at answering these Paul Simon trivia questions and answers.
Did you grow up listening to Paul Simon in the car or on the radio? Are you a true Paul Simon fanatic? Ready to test not only your musical chops but your trivia chops? There may be fifty ways to leave your lover, but there’s only one right answer to these Paul Simon trivia questions.
After you’ve grooved your way through that quiz, check out our music trivia on 70s music, 80s music quiz questions, and Classic Rock trivia quiz!
What ‘Saturday Night Live’ cast member appeared in the video with Paul Simon for ‘You Can Call Me Al’?
Chevy Chase
Dan Aykroyd
John Belushi
Bill Murray
Where did Simon & Garfunkel rank in Rolling Stone’s list of the Greatest Artists in Rock ‘n Roll?
40th
23rd
57th
12th
What song has the line, ‘No I would not give you false hope, on this strange and mournful day’?
I Am A Rock
The Sound Of Silence
The Boxer
Mother & Child Reunion
What was the lead single from the album ‘There Goes Rhymin’ Simon’?
Loves Me Like A Rock
Kodachrome
American Tune
Tenderness
Who produced the Paul Simon classic song The Boxer?
Tom Wilson
Brian Eno
Peggy Harper
Roy Halee
Which song won Paul Simon a Song of the Year Grammy/
Hearts And Bones
Graceland
Bridge Over Troubled Water
The Sound Of Silence
Paul Simon is a native of what city?
Newark
Jefferson City
Chicago
San Francisco
From which Simon and Garfunkel track does the line ‘I curse the life I’m living’ geature?
Kathy’s Song
Punky’s Dilemma
The Dangling Conversation
Richard Corey
What song has the line, ‘He had no friends, he seldom spoke and no one in turn ever spoke to him’?
A Most Peculiar Man
Punky’s Dilemma
Cecilia
Baby Driver
What song has the line, ‘And when they say, that you’re not good enough, well the answer is you’re not’?
Quiet
Rewrite
Cloudy
So Beautiful Or So What
Simon & Garfunkel were inducted together in the Rock and Roll Hall of Fame in what year?
1991
1992
1993
1990
Where did Simon & Garfunkel perform an encore performance at the end of their ‘Old Friends’ tour in 2004?
Madison Square Garden
The Globe Theater
The Leaning Tower Of Pisa
The Colosseum
Paul Simon recorded the song ‘Father and Daughter’ for what Nicktoons movie?
Ren And Stimpy
The Wild Thornberrys
Doug
Rugrats
Which Mrs. was a hit for Simon and Garfunkel?
Mrs. Fields
Mrs. Robinson
Mrs. Doubtfire
Mrs. Brown
Which film was Art Garfunkel working on during the making of the ‘Bridge Over Troubled Water’ album?
Bad Timing
Carnal Knowledge
Catch 22
Watership Down
The sheet of paper when Simon and Garfunkel wrote their first song is housed where?
Smithsonian
Library Of Congress
Guggenheim Museum
Rock And Roll Hall Of Fame
What sort of music did Simon and Garfunkel perform in the ’60s?
Punk
Folk
R&B
Soul
At which station did Paul Simon write Homeward Bound?
Euston
Waterloo
Kings Cross
Widnes
What year was Bridge over Troubled Water released?
1969
1960
1970
1956
Bridge over Troubled Water reached no1 in the single charts in how many countries?
9
73
7
1
What was the name of Simon & Garfunkel’s reunion album that was released as a Paul Simon solo album called ‘Hearts & Bones’?
Still Together Apart
Environment Girl
Think Too Much
Remember
Which Paul Simon hit from 1972 starts off ‘The mama pajama rolled out of bed and she ran to the police station’?
Me and Julio…
Mother and Child Reunion
My Little Town
Still Crazy
Which band covered Suzanne Vega’s ‘Luka’ and Simon and Garfunkel’s ‘Mrs Robinson’ amongst others?
Lemonheads
Kaiser Chiefs
Green Day
Guns N’ Roses
Hey Schoolgirl was released when by Paul Simon?
1977
2001
1957
1967
What was the original name of Paul Simon and Art Garfunkel’s duo?
Tom And Jerry
Chip And Dale
Bugs And Daffy
Lauren And Hardy
Who sang with Paul Simon on the song ‘Under African Skies’?
Blondie
Dolly Parton
Edie Brickell
Linda Ronstadt
Which single reached the No. 1 spot on the Billboard Charts?
50 Ways To Leave Your Lover
Graceland
Loves Me Like A Rock
Kodachrome
That’s Where I Belong’ first appeared on what album?
The Rhythm Of The Saints
Graceland
You’re The One
So Beautiful Or So What
Which girl was a Simon and Garfunkel hit?
Ceclia
Carly
Catherine
Carol
Paul Simon re-recorded what song with Annie Lennox in 1995?
Walking On Broken Glass
Something So Right
Precious
Universal Child
Who produced the Paul Simon classic song The Sound of Silence?
Roy Halee
Tom Wilson
Brian Wilson
Brian Eno
Spirit Voices’ first appeared on what album?
Hearts And Bones
The Rhythm Of The Saints
Graceland
The Paul Simon Song Book
How old was Paul Simon when he first met Art Garfunkel?
20
18
11
15
Which Paul Simon song is based on J.S.Bach’s Passion Chorale?
St.Judy’s Comet
An American Tune
Still Crazy
Something So Right
Paul Simon’s net worth is reportedly what?
$450 Million
$0.45 Million
$45 Million
$4.5 Million
Paul Simon co-wrote the soundtrack to the film The Graduate. Who directed the film?
Mike Nichols
Richard James
Woody Allen
Dustin Hoffman
Homeless’ first appeared on what album?
The Paul Simon Song Book
Graceland
One-Trick Pony
Surprise
How high did Paul Simon’s ‘Slip Slidin’ Away’ reach on the Billboard singles chart?
5
12
3
8
Simon and Garfunkel provided the music for which of these films?
The Graduate
Taxi Driver
Star Wars
Jaws
What athlete did Paul Simon challenge to a basketball game on a 1975 episode of ‘Saturday Night Live’?
Spencer Hawyood
Vin Baker
Terry Cummings
Connie Hawkins
Who sang with Paul Simon on the song ‘Gone at Last’ from his album ‘Still Crazy After All These Years’?
Joan Baez
Tracy Chapman
Phoebe Snow
Edie Brickell
The Sound of Silence has appeared in which of these films?
Aliens
Top Gun
Rocky
Watchmen
In 2010, Paul Simon received an honorary degree from what university?
Colgate
Stanford
Pepperdine
Brandeis
What song has the line, ‘Asking only workman’s wages I come looking for a job, but I get no offers’?
The Boxer
Mother & Child Reunion
The Sound Of Silence
I Am A Rock
Paul Simon is married to what lead singer of the New Bohemians?
Joan Baez
Edie Brickell
Blondie
Joan Jett
In what year did The Graduate get released?
1968
1966
1979
1961
What magazine chose Paul Simon as one of the ‘100 People Who Shaped the World’ in 2006?
MAD
Car & Driver
People
Time
What song has the line, ‘She said why don’t we both just sleep on it tonight, and I believe in the morning you’ll begin to see the light’?
You Can Call Me Al
Graceland
50 Ways To Leave Your Lover
Scarborough Fair
Scarborough Fair is a song about a city in which country?
Wales
England
Eire
France
What musician worked with Paul Simon for the album ‘Surprise’?
Mark Mothersbaugh
Brian Eno
Sting
Warren Zevon
The Simon & Garfunkel song ‘The Sound of Silence’ appeared on the soundtrack for what movie?
Midnight Cowboy
Saturday Night Fever
The Sting
The Graduate
What is Paul Simon’s middle name?
Jonas
Henry
James
Frederic
Elvis Presley covered which Paul Simon song?
Bridge over Troubled Water
Cecilia
Sound of Silence
Homeward Bound
Paul Simon majored in English at what university?
University Of Texas
UCLA
Queens College
NYU
What pseudonym did Paul Simon use when releasing the song ‘Carlos Dominguez’?
Paul Kasek
Paul Landis
Paul Kane
Paul Mayall
What month was Paul Simon born?
June
May
March
October
Who produced the song Homeward Bound?
Phil Specter
Andy Bell
Bob Johnston
Brian Eno
Hal Blaine worked with Paul Simon. What did he do?
Lawyer
Manager
Played Drums
Agent
Which sportsman did Simon and Garfunkel sing about in the Top 10 in 1969?
The Golfer
The Surfer
The Boxer
The Swimmer
What music producer helped Paul Simon with the album ‘Still Crazy After All These Years’?
Phil Ramone
Jeff Bhasker
Phil Spector
Kurt Ballou
What is the name of Paul Simon’s eldest son?
Gabriel
Adrian
Steven
Harper
Bridge over Troubled Water was the ____ album from Simon & Garfunkel?
3rd
4th
5th
1st
David Bowie covered which Paul Simon song in 2001?
America
Sound of Silence
Homeward Bound
Cecilia
How many ways did Paul Simon claim there were to leave your lover?
100
1
50
10
America’ first appeared on what album?
Sounds of Silence
Wednesday Morning, 3 AM
Bookends
Bridge Over Troubled Water
How many songs was Paul Simon scheduled to write for The Graduate?
6
3
15
1
Where did Paul Simon record the album ‘The Rhythm of the Saints’?
Johannesburg
Kingston
Nashville
Rio De Janeiro
Who performed with Simon & Garfunkel in 2005 on ‘Bridge Over Troubled Water’ in a New Orleans benefit concert?
Winton Marsalis
Al Hurt
Aaron Neville
Pete Fountain
Who did Paul Simon duet with in the song ‘Gone At Last’?
Whitney Housten
Phoebe Snow
Diana Ross
Bette Midler
Who is mooching for quarters with a guitar outside of Rockefeller Center at the start of the ‘SNL’ hosted by Paul Simon in 1976?
John Belushi
Bill Murray
Gilda Radner
Chevy Chase
What is the name of the first song that Paul Simon and Art Garfunkel wrote when they were still children?
I Love Her
Remember When
She’s Mine
The Girl For Me
Which Simon and Garfunkel song features a number of herbs in its lyrics?
Scarborough Fair
The Sound of Silence
Bookends
Mrs Robinson
What song has the line, ‘Look around you all you see are sympathetic eyes, stroll around the grounds until you feel at home’?
On The Strip
A Great Effect
Mrs. Robinson
The Folks
Which song did Simon & Garfunkel not sing together when they reunited on ‘Saturday Night Live’ in 1975?
The Sound Of Silence
The Boxer
My Little Town
Scarborough Fair
Paul Simon recorded the album ‘Graceland’ in what country?
England
South Africa
Germany
Haiti
Paul Simon co-wrote and performed with what Australian pop group fronted by Bruce Woodley?
Elsewhere
The Fantastic Leslie
Dash And Will
The Seekers
Kathy’s Song’ first appeared on what album?
Bookends
Sounds of Silence
Wednesday Morning, 3 AM
Bridge Over Troubled Water
Who is the ‘sleepy boy’ in Paul Simon’s song ‘St. Judy’s Comet’?
His Father
Art Garfunkel
His Son
Himself
In what year was the Simon & Garfunkel album ‘Bookends’ released?
19867
1968
1970
1969
The Vamps covered which Paul Simon song in their debut album?
Sound of Silence
America
Homeward Bound
Cecilia
Me and Julio Down By the Schoolyard’ first appeared on what Paul Simon solo album?
Hearts And Bones
The Paul Simon Song Book
There Goes Rhymin’ Simon
Paul Simon
What is the highest chart position that the album ‘Graceland’ reached after its release?
6
5
3
4
Hearts and Bones was inspired by which actress?
Carrie Fisher
Katharine Ross
Glen Close
Anne Bancroft
Where did Paul Simon record Mother and Child Reunion?
New York
Sydney
Jamaica
London
In what year did Paul Simon appear on his own MTV Unplugged special?
1994
1996
1990
1992
The Sun is Burning’ first appeared on what album?
Wednesday Morning, 3 AM
Sounds Of Silence
Bridge Over Troubled Water
Bookends
In what year was the Simon & Garfunkel album ‘Bridge Over Troubled Water’ released?
1969
1971
1970
1968
Who wrote the final verse of Bridge over Troubled Water?
Art Garfunkel
Tom Wilson
Peggy Harper
Roy Halee
Father and Daughter’ first appeared on what album?
Graceland
So Beautiful Or So What
Surprise
Hearts And Bones
The Paul Simon song, America, is form which album?
The Graduate
Bookends
Bridge Over Troubled Water
Sounds of Silence
Paul Simon featured on the 1973 song Something So Right. Whose song was it?
Annie Lennox
Cher
Janis Joplin
Diana Ross
What is the name of Simon & Garfunkel’s final studio album?
Parsley, Sage, Rosemary and Thyme
Bridge over Troubled Water
Sound of Silence
Bookends
What pseudonym did Paul Simon use when he released the song ‘True or False’ and ‘Teen Age Fool’?
True Taylor
Paul Kane
Rick Yonkers
Jerry Landis
Complete the name of this Paul Simon song. ________ Fair
London
Brighton
Scarborough
Newcastle
When Paul Simon recorded the novelty song ‘The Lone Teen Ranger,’ he published it under what moniker?
James Spielberg
Jerry Landis
Jimmy Hitchcock
Jason Tarantino
Which animal featured in the video to Art Garfunkel’s ‘Bright Eyes’?
Rabbit
Horse
Cat
Tiger
Paul Simon received a Tony nomination for composing what Broadway play?
The Fantasticks
The Capeman
The Graduate
Asinamali!
What was Paul Simon’s original title for the song ‘Mrs. Robinson’?
Mrs. Rogerson
Mrs. Roper
Mrs. Roosevelt
Mrs. Grunderson
Where did the Paul Simon song ‘Getting Ready for Christmas Day’ premiere?
VH1
CNN
MTV
NPR
Paul Simon was the first to receive what prize from the Library of Congress for Popular Songs in 2007?
Orwell Prize
Baldwin Prize
Gershwin Prize
Washington Prize
The song ‘The Late Great Johnny Ace’ is about which Beatle?
McCartney
Starr
Lennon
Harrison
You can do better
Not bad
Great!