Music

84 Bob Dylan Trivia Questions for Fans of Every Generation

Do you know the lyrics to “Like A Rolling Stone” by heart? Do you hum “Blowin’ in the Wind” in your sleep? Is ‘I’m Not There’ your go-to film? If that’s the case, then you might just be perfect for this Bob Dylan trivia quiz.

Bob Dylan is an icon of twentieth- and twenty-first-century music, being not just the creator of numerous unforgettable songs but being the first songwriter to receive the Nobel Prize in Literature. Appropriately, Dylan has spawned a legion of fanatics that span generations, from those who saw him in the 60s to those who discover his music on streaming platforms each passing day.

If you’re ready to test your knowledge of the master songwriter, take a look at these Bob Dylan trivia questions and answers. Once you’re done with the quiz, check out our trivia on 60s music, Bob Marley, and the Beatles.

Which musician wrote ‘Like A Rolling Stone’?

Tom Petty

Johnny Cash

Bob Dylan

Mick Jagger

Which of these Bob Dylan single releases made the highest chart position in the UK?

Maggie’s Farm

Times They Are A-Changing

Like A Rolling Stone

Lay Lady Lay

Complete the title of this 1969 album by Bob Dylan: ‘… Skyline’.

Moscow

Nashville

Tokyo

New Delhi

Which hip-hop star did Bob Dylan collaborate on the song ‘Street Rock’?

Krafty Kuts

Kurtis Blow

Grandmaster Flash

Melle Mel

How old was Bob Dylan when he went to the top of the album charts in May 09?

63

65

69

67

At which festival did Bob Dylan play an electric guitar for the first time on stage?

Southport Folk Festival

Davenport Folk Festival

Newport Folk Festival

Stockport Folk Festival

Shot of Love was recorded by Bob Dylan in which year?

1982

1980

1987

1984

Tangled Up In Blue’ and ‘Shelter From the Storm’ originally featured on which Bob Dylan album?

Bob Dylan

John Wesley Harding

Blood On The Tracks

Blonde On Blonde

What year did Bob Dylan have the hit single ‘Lay Lady Lay’ on Columbia?

1980

1969

1979

1982

In which year did Bob Dylan release his eponymous first album?

1961

1964

1962

1963

In what year did Bob Dylan release the album ‘Knocked Out Loaded’?

1984

1986

1982

1988

Which was Bob Dylan’s first album of the 70s?

Dylan

Self Portrait

Nashville Skyline

New Morning

When did Bob Dylan first hit the UK singles charts?

1964

1966

1967

1965

Where was folk-rock legend Bob Dylan born?

New Jersey

Minnesota

New York

California

What Bob Dylan song did Hendrix famously cover?

Lay Lady Lay

Tangled up in Blue

All Along the Watchtower

Masters of War

Which of these Bob Dylan singles reached the highest position in the UK charts?

Baby Stop Crying

Maggie’s Farm

I Want You

I Threw It All Away

Which of the following tracks did not appear on the Bob Dylan album ‘Blonde on Blonde’?

4th Time Round

I Want You

Just Like A Woman

Blonde on Blonde

What is Bob Dylan’s actual surname?

Zanderman

Zimmerman

Zeiman

Zuckerman

Which university did Bob Dylan attend?

Michigan

St. Thomas

Minnesota

Wisconsin-Madison

In the Bob Dylan song ‘A Hard Rain’s A-Gonna Fall’, what does the singer meet ‘beside a dead pony’?

An old woman

A young child

A white man

A young girl

Judy Garland and Bob Dylan were both born in the same US state – which one?

Missouri

Mississippi

Maryland

Minnesota

In what year did Bob Dylan release the song ‘Must be Santa’?

2005

2007

2009

2003

The songwriter Robert Allen Zimmerman is far better known by what name?

Robin Gibb

Ray Charles

David Bowie

Bob Dylan

Which of these 1968 hit singles was written by Bob Dylan?

Mighty Quinn

California Dreamin’

Those Were The Days

The Last Time

Who made the album: Blonde on Blonde?

The Beach Boys

The Beatles

Bob Dylan

James Taylor

Andy Warhol’ and ‘Somg for Bob Dylan’ are tracks from which David Bowie album?

Lodger

Low

Hunky Dory

Aladdin Sane

Name the Bob Dylan book published in 1970?

Anaconda

Alligator

Piranha

Tarantula

What, according to the Bob Dylan hit of 1965 were ‘a-Changing’?

The Times

The Guards

The Words

The Lights

Which Bob Dylan track starts off ‘Oh where have you been, my blue-eyed son?’?

Lay Lady Lay

A Hard Rain’s…

The Times They Are…

Blowin’ in the Wind

Who said in 2010 that Bob Dylan was a ‘fake” and a ”plagiarist”?’

Arlo Guthrie

David Crosby

Joni Mitchell

Leadbelly

Which Bob Dylan track was a hit for Olivia Newton-John?

Lay Lady Lay

Blowing in the Wind

Mr Tambourine Man

If Not For You

Whose 1962 album ‘Midnight Special’ features the very first official recording of Bob Dylan?

Nat King Cole

Miriam Makeba

Dorothy Dandridge

Harry Belafonte

In May 09 Bob Dylan became the oldest album chart-topper, an honour previously held by who?

Louis Armstrong

Tina Turner

Frank Sinatra

Neil Diamond

Hearts of Fire was a film that Bob Dylan starred in. What was his characters name?

James Parker

Don Parker

Billy Parker

Peter Parker

Which Bob Dylan song features on the soundtrack for the TV show ‘Sons of Anarchy’?

Tangled Up In Blue

Knockin On Heavens Door

Blowing In The Wind

Forever Young

Bob Dylan was called what during a concert at the Manchester Free Trade Hall?

Peter

Judas

Thomas

Jesus

In what year did Bob Dylan release his debut album?

1966

1962

1964

1968

Bringing It All Back Home was released by Bob Dylan in which decade?

1970s

1980s

1990s

1960s

Which of these did Bob Dylan claim to be in a 1965 interview?

A trapeze artist

A messenger

A dragon

A god

Which of these Bob Dylan albums did NOT get to No.1 in the UK?

Highway 61 Revisited

Nashville Skyline

Freewheelin’ Bob Dylan

John Wesley Harding

Which of these was a hit for Bob Dylan?

Highway 61

Gasoline Alley

Baker Street

Dead-End Street

Which Boy Dylan’s biggest pop hit was later remade by Jimi Hendrix?

Blowin’ in the Wind

Lay Lady Lay

Hurricane

Like A Rolling Stone

Which of these is the name of a ’60s song by Bob Dylan?

Blowin’ in the Tide

Blowin’ in the Wind

Blowin’ in the Changes

Blowin’ in the Clouds

In which state was Bob Dylan born?

Vermont

Missouri

Minnesota

West Virginia

What was the first name of Bob Dylan’s father?

Jakob

Abe

Robert

Allen

In which year did Bob Dylan cause controversy by performing on an electric guitar?

1965

1969

1967

1963

Bob Dylan first introduced electronic instruments on which of his albums?

Times They Are A-Changing

Bringing It All Back Home

Nashville Skyline

Planet Waves

Which of these is a 1966 album by Bob Dylan? ‘Blonde on…’

Redhead

Blonde

Brunette

Dark Haired

Which singer is heard just after Bob Dylan in ‘We Are The World’?

Stevie Wonder

Louis Armstrong

Ray Charles

James Brown

Before the Flood was released by Bob Dylan in which decade?

1990s

1980s

2000s

1970s

Which of these songs was NOT penned by Bob Dylan?

Whiter Shade of Pale

Blowing in the Wind

A Hard Rain’s…

Lay Lady Lay

Which way was a hit for Bob Dylan?

Highway 61

Gasoline Alley

Dead-End Street

Baker Street

Bob Dylan found fame by moving to which city in 1961?

Boston

New York

Los Angeles

Las Vegas

Traveling Wilburys were a late 1980s supergroup consisting of Jeff Lynne, Roy Orbison, Tom Petty, Bob Dylan and which former member of The Beatles?

Pete Best

Paul McCartney

John Lennon

George Harrison

Which Bob Dylan song has been covered by over 150 artists?

Knockin’ on Heaven’s Door

Like A Rolling Stone

Blowin’ in the Wind

Farewell

Bob Dylan’s 1978 album was called ‘Street’…

Light

Lament

Legal

Laughter

Who covered Bob Dylan’s ‘A Hard Rain’s Gonna Fall’ for their first solo hit?

George Harrison

Wayne Fontana

Paul Jones

Bryan Ferry

Sara Lownds married Bob Dylan in which year?

1955

1965

1985

1975

Manfred Mann hit the charts with a cover of what Bob Dylan song?

Quinn The Eskimo

Everybody Let’s Get Stoned

Mr. Tambourine Man

The Times They Are A Changin’

When was Bob Dylan born?

1945

1947

1941

1943

Outraging fans, which 1964 title track did Bob Dylan license for use in an ad for the Bank of Montreal?

The Times They Are A-Changin”

It Ain’t Me Babe’

A Hard Rain’s Gonna Fall’

Knockin’ on Heaven’s Door’

Bob Dylan released the album ‘Good As I Been To You’ in what year?

1996

1992

1998

1994

The ‘Persian Drunkard’ appears in which Bob Dylan song?

Isis

Foot Pride

I Want You

Absolutely Sweet Marie

What is Bob Dylan’s star sign?

Capricorn

Gemini

Leo

Aries

Bob Dylan is often called which of these?

A Cello Player

A Dustman

A Poet

A Drummer

Bob Dylan released the album ‘Down In The Groove’ in what year?

1986

1984

1988

1982

Which of these Bob Dylan albums was released in the 70s?

John Wesley Harding

Blonde on Blonde

Nashville Skyline

New Morning

What year did Robert Zimmerman legally change his name to Bob Dylan?

1964

1968

1966

1962

Who made the album, Modern Times?

Bob Dylan

The White Stripes

Arcade Fire

Eminem

Which band released a cover version of Bob Dylan’s ‘Mr. Tambourine Man’ in the ’60s?

The Kinks

The Byrds

The Flying Burrito Brothers

Crosby, Stills & Nash

What is the name of Bob Dylan’s producer pseudonym?

Jack Ham

Jack Black

Jack Stone

Jack Frost

Which song gave Bob Dylan his biggest UK chart success of the 60s?

Like a Rolling Stone

I Want You

Lay Lady Lay

Maggie’s Farm

During what decade was Bob Dylan born?

1930s

1920s

1940s

1950s

Which of these single releases by Bob Dylan did NOT make the UK Top 10?

Rainy Day Women…

Maggie’s Farm

Like a Rolling Stone

Positively 4th Street

Who directed the 1967 Bob Dylan documentary film ‘Dont Look Back’?

Robert Drew

Richard Leacock

George Stevens, Jr.

D.A. Pennebaker

The Big Pink, where Bob Dylan has recorded music, is in which state?

Florida

New York

California

Texas

What was Bob Dylan’s character called in ‘Pat Garrett & Billy the Kid’?

Alias

Malcolm

Zimmy

He Had No Name

Bob Dylan won the 1996 Grammy for Best Album for ‘Time Out of….’?

Space

Time

Mind

Love

What year was Bob Dylan born?

1941

1954

1943

1919

Bob Dylan dedicated the song ‘High Water’ to which of these?

Blind Lemon Jefferson

Charley Patton

Son House

Robert Johnson

Who did Bob Dylan marry in 1965?

Susan Traylor

Edie Sedgwick

Sara Lownds

Suze Rotolo

In which decade of the 20th century was Bob Dylan born?

70s

40s

50s

30s

In what year did Bob Dylan release the album ‘Empire Burlesque’?

1989

1987

1985

1983

On whose album did Bob Dylan first receive a musician credit?

Harry Belafonte

Pete Seger

Arlo Guthrie

Burl Ives

You can do better

Not bad

Great!

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