Music

101 Paul Simon Trivia Questions: You Can Call Me Al-l About These Questions!

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!

Responsible for researching, crafting, and publishing captivating trivia quizzes online. He meticulously fact-checks questions to ensure accuracy and maintains high standards of spelling and grammar throughout the trivia content.

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