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Our Top 10 James Taylor Songs list looks at James Taylor’s extraordinary songwriting career. When people mention JT these days, it’s assumed that they’re talking about Justin Timberlake. However, those old enough to remember the Y2K insanity know that the honest JT is James Taylor. Actively making gorgeous records and still touring more than half a century into his career, James Taylor and his music may not be considered part of the Great American Songbook, but they are a big part of the canon of American popular music.
Describing his music is a bit delicate. With a few exceptions in all categories, it’s too calm 
to be rock and roll, too groovin’ to be folk, and too 4/4 to be country. Really, it’s soft rock veering into easy listening territory — a label that might feel like an insult in some cases, but in this case, it’s appropriate. Can you think of other songs that are as easy on the ears?
James Taylor writes painfully earnest songs that go right for the emotional core. Sometimes there are drums; sometimes there are horns, but always, always, there is an acoustic guitar. James Taylor relies heavily on continual fingerpicking rather than simply strumming through chord changes, and the notes flow like a river, erratic at times but always in the same direction.
His nineteen studio albums since 1968 are always an ebb and flow of ballads and more upbeat tunes. He knows how to tell stories with music, transition from verse to chorus to verse, and write a guitar bridge like no one else. James Taylor’s songs and recordings have earned him six Grammy Awards and worldwide recognition.
With a career like James Taylor’s, it’s hard to pick just ten best songs; it feels like you’re leaving out more than you’re including. He’s covered quite a few songs, too, but those aren’t even on this list in the interest of including 100% James Taylor songs. It hurts to leave some of them out, too, like his famous rendition of Carole King’s “You’ve Got a Friend” or his gorgeous reworking of the Buddy Holly classic “Everyday,” which is transformed thanks to adding one extra little bar on the chorus. Still, here is an honest attempt at the ten best James Taylor songs.
# 10 – Mexico
You know you’re in for a great song from the melodic guitar intro. Off Taylor’s 1975 album Gorilla, “Mexico” is a dreamy wish of a story about hanging out south of the border. The lyric eventually jokes that Taylor has “never really been,” although Taylor later explained that the song came to him during a trip to Puerto Vallarta, Mexico. The pop hook is one that you can’t help but sing along with, and those backing vocals? They’re by none other than David Crosby and Graham Nash. By the song’s end, James Taylor wants to head to Mexico, and frankly, so do we.
# 9 – Her Town Too
This track from 1981’s Dad Loves His Work, “Her Town Too,” is technically a duet between James Taylor and singer-songwriter J.D. Souther. And while Souther’s style is admittedly similar to James Taylor’s, this track has JT’s handprints all over it. The sad lyrics about the aftermath of a destroyed relationship, the somewhat positive outlook at the end, and the eminently hummable chorus all smack of James Taylor’s style. And even though “Her Town Too” is a relative downer, it still made the Billboard Top 40. Bonus tip: if you want to get the whole ’80s-ness of this one, you can hunt down a clip on YouTube of the Solid Gold Dancers writhing to it.
# 8 – Terra Nova
In the 1970s, James Taylor was famously married to fellow singer-songwriter Carly Simon, and Simon appeared on several of Taylor’s songs. “Terra Nova,” from Taylor’s 1977 JT album, was co-written by Taylor and Simon and remains one of their loveliest collaborations. It starts slowly, with a prayer, then barrels into James Taylor declaring that he needs to be on his way, then shifts back to a slower, reflective bridge before ending with Simon echoing James Taylor’s lines. It sometimes feels like three song fragments mashed into one, but the final piece is complex enough to be infinitely exciting and melodic enough to keep you singing it repeatedly.
# 7 – Only One
It’s often been said that repetition is a key component of successful music, and repetition is what makes “Only One” work so well. Among James Taylor’s backing vocalists are an unlikely but nonetheless amazing pairing of Don Henley and Joni Mitchell. The title line repeats throughout the song, while the lines of the verses seem to echo themselves to reveal multiple meanings. It’s a love song that walks the line between desperate and sincere, but it’s held together by a gem of a melody and more than enough percussion breaks and rhythmic variation to keep it interesting.
# 6 – Shed a Little Light
“Shed a Little Light” from JT’s 1991 New Moon Shine
was always a strong song, but it’s taken on a higher degree of gravitas in recent years. The song is dedicated to Martin Luther King Jr. and begins with an a cappella choral passage from James Taylor and his singers before expanding into a plea for human connection, dignity, and shared responsibility. James Taylor delivers the message with a combination of lyrical directness and an avalanche of voices that is enough to give anyone chills.
# 5 – Fire and Rain
If you were to ask 100 people on the street to name a James Taylor song, it’s a safe bet that 99 of them will answer, without delay, “Fire and Rain.” His 1970 hit resonated with so many people because its three sections draw on different parts of Taylor’s life, including the suicide of his friend Suzanne Schnerr, his struggles with addiction and recovery, and the upheaval surrounding his early career. The guitar line is as recognizable as the lyrics. James Taylor’s heartfelt delivery of the lyrics and melody cemented this track as one of the defining songs of 1970s singer-songwriter music.
# 4 – Copperline
More than 20 years into his spectacular career, James Taylor proved to the world that he wasn’t even close to being done. He released New Moon Shine and its stunning lead single, “Copperline.” Co-written by Taylor and North Carolina writer Reynolds Price, the song’s hook is as good as any Taylor ever wrote, and the lyrics deliver nostalgia in waves; by the song’s end, we’re all nostalgic for a childhood that only Taylor had. Universal details abound — living paycheck to paycheck, the nervous romance of a first kiss, the details of mom’s kitchen, and the mystery of dad’s Saturday nights — but Taylor describes a past that we want to remember because it’s set so well to a melody that resolves itself so thoroughly.
# 3 – Carolina in My Mind
Thomas Wolfe insisted that you can’t go home again, and while James Taylor seems to agree, there’s a caveat: you can get lost in your memories of home. It’s not the same thing, exactly, but it’s a nice consolation. Taylor wrote “Carolina in My Mind” while living and recording in England, and the song appeared on his 1968 debut album before being released as a single in 1969. Its homesickness feels universal. The melody is simple, but it’s one that you want to sing along with over and over. Even though you’re singing Taylor’s words about missing his home, it strikes a chord with anyone who has ever missed anything and is at least comforted by its memory.
# 2 – Secret O’ Life
It was never released as a single, and its tempo is almost dirge-like. Still, Taylor’s 1977 track “Secret O’ Life” has been a fan favorite since it was released because of its universal message and perfectly neutral blend of optimism and morbidity. It’s that we’re all heading toward death, and we have a choice: we can complain about it, or we can enjoy the ride. It’s one of those simple truths that we just need to hear every once in a while, and it is best heard in Taylor’s soothing voice over a slowed-down 4/4 beat with a beautiful guitar riff.
# 1 – Sweet Baby James
Equally suited for quiet soul searching as it is for putting newborns to sleep, “Sweet Baby James” was written in part as a lullaby for Taylor’s infant nephew James. His 1970 song is flawless. It’s hard to point to a single vital point in the song as he fires on all cylinders on this one. The melody is catchy, but it doesn’t wear out its welcome. The lyrics are introspective and hopeful but playful, and the cowboy at the center of the song gives it the timeless quality of an old folk ballad.
The guitars lay a good foundation but never get in the way of James Taylor’s vocals, which sound as strong as any he’s ever recorded. The song clocks in at a standard single length of just under three minutes, but it never feels long enough. It’s often the tune that garners the strongest reaction from fans when he performs live; if you’ve ever seen James Taylor play one of his famous 4th of July concerts at Tanglewood in Western Massachusetts, you know that when he sings about the turnpike from Stockbridge to Boston, the crowd cheers so loudly that the show literally stops for a minute. James Taylor considers it his finest song, and while that’s reason enough for it to top our list, it’s in the number one spot because of its own merit.
Updated August 8, 2026.
Top 10 James Taylor Songs article published on ClassicRockHistory.com © 2026
Walkin Man would definitely be #1 on my list.
Carolina In My Mind
Caroline, I see You
She Thinks I Still Care
River
In the Bleak Midwinter
Suzanne
Fir and Rain
Sweet Baby James
September Grass
Im with you on In the Bleak Midwinter. The song kind of gets lost with the other Christmas songs on the CD but as always with covers that he does, he finds a way to, IMO, make them his own.
JT didn’t Write “September grass” (his friend John Sheldon did), but it’s a truly great song.
Great JT list:: You have the wrong Album cover for”Copperline”. Should be New Moon Shine!!!!!! Have to find a spot for ” Close Your Eyes”. Fool to Care”””!!!
Totally agree with Close your eyes?
A classic concert finale, if he doesn’t do “Sweet baby James”
I eat breathe and sleep I eat breathe and sleep James Taylor James Taylor
“You can close your eyes” and “Wanderin’ “
Very good list! I’d have Bartender’s Blues around #9 because James and Linda Ronstadt were perfect together
Shower the People…favorite of all time
Amy. Just a perfectly wonderful article of The Master of Man and Guitar, Mr James Taylor! No one comes close to they way he does it and you picked a perfect 10!!
1. Sweet Baby James
2. Fire and Rain
3. Carolina On My Mind
* The people that did the rankings are, how shall I say, way off.
I Will Follow
Only a Dream in Rio
Copperline
I Was a Fool to Care
Hymn
Captain Jim’s Drunken Dream
Blossom
Carolina in my Mind
Walk Down That Lonely Road
Never Die Young
What about “Shower the People”? That’s a favorite in my house.
Walking Man = #1
Caroline I see you.
October Road.
September Grass
Don’t let me be lonely tonight
Mexico
Fire and Rain
Walkin Man.
Whenever your ready
Mean old man
Something in the way she moves
How could you forget “There’s something in the way she moves” from his very first double album on Apple? Some of those cuts were remixed and put on the American release of “Sweet Baby James.”
“Shower the People” is a personal anthem for me. It’s always my favorite part of his live shows and brings bittersweet tears for those who’ve passed on and those I can still physically embrace.
I’ve always loved “My Love is Like A Red, Red Rose” and ” Smilin’ Face”. Definitely my favorites.
Not in any order:
• You Can Close Your Eyes
• Daddy’s Baby
• Nothing Like A Hundred Miles
• Shower The People
• Bartender’s Blues
• Traveling Song
• The “One Man Dog” Mash up that starts with “Hymn” and ends with “Jig”
• Song For You Far Away
• Native Son
• lighthouse
• New Hymn
• Wandering
• Something In The Way She Moves
• Carolina In My Mind
If I went to a JT concert where he played these gems with full 4 part harmony arrangements from the albums, I could easily say that would be the best concert I EVER saw and heard!!
Everyone’s JT top ten is going to be different….!
“I Was a Fool to Care”
“Shed a Little Light”
“Don’t Let Me be Lonely Tonight”
“Mexico”
“October Road”
“How Sweet it is to be Loved by You”
“Sweet Baby James”
“Country Road”
“Handy Man”
“Shower the People”
Walking Man is my #1 lifetime favorite. Really great music and lyrics. I’ve seen him play it in concert 10 times.
JT Top 10 is an almost impossible job. While many of the best-selling classics surely were written in the early years, I’d like to throw in a word for songs written in the latter part of his career. There is hardly any other artist in his generation of singer-songwriters that has managed to consistently release gem-after-gem, just as brilliant as “Sweet baby James” or “Carolina in my mind”, always fresh, and with ever increasing attention to subtle arrangements and top notch sound. Plus consistently one of the very best bands and backing vocalists is the business. Go ahead and count great songs on his latest trio of full-length studio albums with JT originals (“Hourglass”, “October Road” and his 2015 “Before this world”) and you’ll find just as many truly wonderful songs as on any other trio of JT albums in the 70s. You betcha.
So folks, here’s a bunch of “younger” greats:
Snowtime
Angels of Fenway
4th of July
Caroline I see you
My traveling star
Another day
Boatman (OK, written by brother Livingston)
New hymn
Baby boom baby
Letter in the mail (sadly overlooked)
Yes! Baby Boom Baby featuring the late genius of Michael Brecker R.I.P (prominently in the coda).
Knockin’ ‘Round the Zoo
Traffic Jam
Steamroller
Mexico
Mockingbird
Shower the People
Mexico
Handy Man
Machine Gun Kelly
Walkin Man
He has so many great songs it is hard to whittle them down. But no Country Road, Shower the People,, Something in the Way She Moves, or You Can Close Your Eyes?
If I May…
1 Sweet Baby James
2 Fire and Rain
3 Carolina
4 Something…
5 Country Road
6 You Can Close Your Eyes
7 Shower the People
8 Mexico
9 Steamroller
10 Walking Manu
Just my opinion….
My number one : you can close your eyes
second: mill worker
third: fire and rain
We listen to JT radio station on Pandora. Our patients love the music and feeling. It soothes them while they undergo therapy. I have customized it with thumbs up/thumbs down to make it a very pleasant sound. Kinda wanta be in North Carolina while I listen to it. “Her town too” is one of my favorites. Too many gems; not enough time!
That’s Why I’m Here!