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Bob Dylan's classic and popular songs

Here are some classic and popular songs by Bob Dylan—one of the defining artists of the 20th century—recommended by our studio staff.

It’s a great playlist not only for Dylan fans but also as an introductory best-of selection.

Bob Dylan’s Famous and Popular Songs (21–30)

My Back PagesBob Dylan

The Byrds – My Back Pages (1967)
My Back PagesBob Dylan

It has become a beloved classic covered by a variety of artists, including The Byrds, Keith Jarrett, and, in Japan, Tamio Okuda and Magokoro Brothers.

The version sung by Tamio Okuda and the Magokoro Brothers was apparently used as a film’s theme song.

You’d better start swimming, or else you’ll sink like a stone.Bob Dylan

Inspirational Quotes: A Collection of Life-Changing Sayings in an Instant — Bob Dylan 1
You’d better start swimming, or you’ll sink like a stone. — Bob Dylan

Bob Dylan, a heavyweight in American rock music, received the Nobel Prize in Literature in 2016.

He has gifted us many words that make us think deeply.

If we stop and brood, we sink where we stand; but if we keep moving instead of stopping, we may discover a fresh way of living.

Everyone has times when they hit an insurmountable wall and feel completely stuck.

In such moments, I hope you can find these words.

Blowing In The WindowBob Dylan

Blowing In The Wind (Live On TV, March 1963)
Blowing In The WindowBob Dylan

A timeless masterpiece that resonates in people’s hearts.

With lyrics rich in meaning woven together with a beautiful melody, this is one of Bob Dylan’s signature works.

Featured on the 1963 album “The Freewheelin’ Bob Dylan,” it is widely known as a song imbued with hopes for peace and freedom.

It had a major impact as an anthem of the Civil Rights Movement, even being performed at speeches by Martin Luther King Jr.

A perfect song for quiet nights or moments when you want to calm your mind.

A moving classic that offers profound insight and a universal message.

Sweetheart Like YouBob Dylan

Bob Dylan – Sweetheart Like You (Official Video)
Sweetheart Like YouBob Dylan

Bob Dylan, now also renowned as a Nobel Prize in Literature laureate.

This song, with its strikingly vocal-like guitar phrases, is included on his 1983 album Infidels.

The album’s incorporation of reggae drew attention, but this track, with its spacious and clear sound, can be considered a superb ballad that fully showcases the appeal of Dylan’s singing voice.

Blowing In The WindBob Dylan

Blowing In The Wind (Live On TV, March 1963)
Blowing In The WindBob Dylan

“Blowin’ in the Wind” is a track included on Bob Dylan’s second album, “The Freewheelin’ Bob Dylan,” and was later released as a single.

Featuring only Dylan’s voice and guitar, this song is sure to gently soothe and calm anyone who listens to it.

Mother you’ve been on my mindBob Dylan

Bob Dylan – Mama, You Been on My Mind (Live at Harvard Square Theatre)
Mother you've been on my mindBob Dylan

It’s sung about the girlfriend he was dating at the time.

However, in the lyrics he refers to her as “Mama.” He may have been overlapping the image of his mother and his girlfriend.

The line “Mama is always in my heart” suggests that she is no longer around, which allows us to read the song as a breakup song.

Because it hasn’t been included on many albums, it remains a hidden gem that’s still popular today.

I chose it as an unusual pick—a song about his mother.

Beyond Here Lies Nothin’Bob Dylan

Bob Dylan – Beyond Here Lies Nothin’ (Explicit) (Official HD Video)
Beyond Here Lies Nothin'Bob Dylan

The somewhat jazz-like melody gives a different impression from the usual Bob Dylan.

It feels like a song that reflects Dylan’s life as he ages with each new music video, making for a very cool, mature track.

The music video, with its intense depictions of violence and strong impact, became a hot topic.