Top 10 James Taylor Singles: Greatest Hits Ranked from Fire and Rain to You've Got a Friend

James Taylor's silky voice and introspective songwriting have made him one of the most enduring singer-songwriters in music history. With a career spanning decades, his singles — especially from the late '60s and '70s — blend folk, rock, and heartfelt storytelling into timeless classics. His 1976 Greatest Hits album remains a diamond-certified bestseller, packed with these gems. Top 10 James Taylor Singles!

Top 10 James Taylor Singles

This ranked list of his top 10 singles draws from chart success (Billboard Hot 100 peaks), enduring popularity, fan votes, and critical acclaim — starting with iconic tracks like "Fire and Rain" and peaking at his only No. 1, "You've Got a Friend."

10. Don't Let Me Be Lonely Tonight (1972) – Peaked at No. 14

A tender, jazz-tinged ballad from One Man Dog, this single showcases Taylor's emotional depth and melodic gift. It's a quiet plea for connection that still resonates deeply.

9. Shower the People (1976) – Peaked at No. 22

From In the Pocket, this uplifting track about expressing love to those who matter most became a staple in his live sets, emphasizing warmth and vulnerability.

8. How Sweet It Is (To Be Loved by You) (1975) – Peaked at No. 5

Taylor's soulful take on the Marvin Gaye classic from Gorilla earned him a Grammy nod. The mellow groove and heartfelt delivery make it a feel-good favorite.

7. Handy Man (1977) – Peaked at No. 4 - Top 10 James Taylor Singles

A Grammy-winning remake of the Jimmy Jones hit from JT, Taylor slows it down for a charming, romantic vibe that won over new fans.

6. Carolina in My Mind (1969/1976 re-recording) – Re-release hit

Written during homesickness while recording in London (with Beatles guests like Paul McCartney), this dreamy ode to North Carolina is often called an unofficial state anthem.

And don't miss this classic album cover from Sweet Baby James, the breakthrough record that launched many of these legendary singles!

5. Sweet Baby James (1970)

The gentle lullaby title track from his breakthrough album is a cowboy-inspired waltz Taylor wrote for his nephew — spiritual, soothing, and considered one of his finest by the man himself.

4. Mexico (1975) – Peaked at No. 49 (but Adult Contemporary top 10)

A breezy, optimistic escape fantasy from Gorilla, this sunny single captures Taylor's lighter side with infectious melody.

3. Fire and Rain (1970) – Peaked at No. 3

Taylor's signature hit from Sweet Baby James is a raw, autobiographical masterpiece about loss, addiction, and resilience. Its emotional power and acoustic purity make it his most iconic track.

2. Something in the Way She Moves (1968/1976 re-recording)

From his Apple Records debut, this tender love song inspired George Harrison's "Something." Its gentle groove and poetic lyrics remain a concert essential.

1. You've Got a Friend (1971) – Peaked at No. 1

Carole King's response to "Fire and Rain," this Grammy-winning No. 1 (from Mud Slide Slim and the Blue Horizon) is Taylor's biggest chart success. With its comforting message and beautiful arrangement, it's the ultimate friendship anthem.

James Taylor's singles continue to connect generations with their honesty and melody. Stream these classics, grab his Greatest Hits, or catch him live — his music feels like an old friend. Which is your favorite? 🎸✨