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.
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Bob Dylan’s Famous and Popular Songs (41–50)
Lay Lady LayBob Dylan

This is a track from legendary American singer-songwriter Bob Dylan’s album Nashville Skyline, released in April 1969.
Incorporating elements of country rock, the song features a memorable pedal steel guitar riff and Dylan’s husky vocals that really resonate.
The lyrics—an affectionate call to a lover and a wish to spend the night together—are romantic while expressing delicate emotions.
It received high praise from outlets like Billboard and Record World, capturing the hearts of many listeners.
Blending calmness with passion, it’s a perfect song for a quiet night spent with someone special.
Little Drummer BoyBob Dylan

A song brimming with the spirit of Christmas is colored by Bob Dylan’s uniquely distinctive voice.
This gem is one of the tracks included on the legendary American singer-songwriter’s October 2009 album, “Christmas in the Heart.” The lyrics, depicting a poor boy’s pure feelings offered to the newborn king, seep into listeners’ hearts, coupled with a heartwarming melody.
Dylan’s rugged vocal tone further enhances the song’s charm.
It’s a perfect track for spending time with family and loved ones during the Christmas season.
Love SickBob Dylan

Bob Dylan won a Grammy in the 1990s for the album Time Out of Mind.
It includes a song that was used in a TV commercial in which Dylan himself appeared.
Maggie’s FarmBob Dylan

A shocking song released in 1965 by American artist Bob Dylan.
Featured on the album “Bringing It All Back Home,” it was later issued as a single.
Symbolizing the transition from folk to rock, this work carries a searing critique of an oppressive society and a soul’s cry for individual freedom.
His performance at the Newport Folk Festival in July 1965 split the audience, who were stunned by the electric sound.
With lyrics that incisively capture the spirit of the times and a powerful melody in perfect harmony, this masterpiece is still covered by many artists and used in films and television dramas.
MississippiBob Dylan

The American legendary singer-songwriter Bob Dylan’s 2001 song drew attention as a track on the album “Love and Theft.” Centered on themes of lost love and wandering, it’s a captivating piece that blends Dylan’s characteristically poetic lyrics with a country rock sound.
Rolling Stone praised it as one of the best songs of the 2000s, and it ranked 260th on the list of the 500 Greatest Songs.
Dylan’s powerful vocals and emotive phrasing resonate deeply with listeners.
Closely tied to American values and history, this work is an ideal entry point to Dylan’s musical world.
Most of the TimeBob Dylan

This is a song released in 1989 by the legendary American singer-songwriter Bob Dylan.
Its lyrics, which portray the complex emotions after a heartbreak, have resonated with many and earned high praise from critics.
Featured on the album Oh Mercy, it was also used in the ending of the film High Fidelity.
The calm acoustic guitar tones and Dylan’s distinctive vocals are a perfect match.
Evoking a deep sense of introspection, this piece is a song that can heal the hearts of those who have been hurt.
Motherless ChildrenBob Dylan

This is an early signature work by the legendary American singer-songwriter Bob Dylan.
Based on a traditional folk song, its lyrics about the loneliness and anguish of children who have lost their mothers are deeply moving.
First performed on October 15, 1962, at the Gaslight Cafe in New York City, the song was given new life through Dylan’s emotive vocals and acoustic guitar.
In 2013, a live recording was released as a single, offering a renewed opportunity to appreciate Dylan’s contributions to roots music.
It’s a recommended track for anyone who wants to experience the appeal of folk music.





