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[2026 Edition] A Roundup of Popular and Classic Western Songs to Listen to in September

September, when the summer heat gradually softens, heralds the start of the new school term and the beginning of autumn.

If you’re a student, fall is packed with events, yet it can also be a time that leaves you feeling a bit sentimental.

In this article, we’ve researched classic Western songs perfect for September and selected timeless tracks that many people can enjoy!

From legendary songs that quite literally take “September” as their theme to the latest mellow tunes ideal for early autumn, we’ve got you covered—making this a great read for anyone building a seasonally themed playlist.

[2026 Edition] A roundup of popular and classic Western songs to listen to in September (51–60)

September Come Take This Heart AwayCarissa’s Wierd

Carissa’s Wierd – September Come Take This Heart Away
September Come Take This Heart AwayCarissa’s Wierd

The music of Seattle-based Carissa’s Wierd is characterized by a melancholic, dreamlike sound.

This song appears on their 2002 album “Songs About Leaving” and is a sentimental piece themed around heartbreak and emotional pain.

Vivid, symbolic imagery stands out, such as the protagonist gazing at the view from a room filled with windows, and a fake rose placed on a car’s windshield.

Carissa’s Wierd’s delicate guitar work and understated vocals beautifully convey the desire to sever ties with the past as September arrives.

It’s a deeply moving track, perfect for listening alone on a quiet early autumn night.

It Might As Well Rain Until SeptemberCarole King

A single released by Carole King in 1962.

After “Take Good Care of My Baby” brought Bobby Vee a No.

1 hit in the U.S., Carole King and Gerry Goffin wrote this song for Vee in 1962.

However, Vee’s management refused to release it as a single.

Don Kirshner of Aldon Music, who compared Vee’s recorded version with King’s demo, fell in love with King’s demo and decided to release her version as the single as-is—making this a song that came with some complications.

Autumn Leaves (ft. Kendrick Lamar)Chris Brown

Chris Brown – Autumn Leaves (Explicit) ft. Kendrick Lamar
Autumn Leaves (ft. Kendrick Lamar)Chris Brown

R&B singer-songwriter Chris Brown, who keeps dropping big tunes and growing in popularity every time.

He’s created many classics, but the one I especially recommend for September is Autumn Leaves (ft.

Kendrick Lamar).

It’s a collaboration with Kendrick Lamar, one of the world’s top-tier rappers, and the lyrics revolve around the premonition of a breakup.

Viva La VidaColdplay

Coldplay – Viva La Vida (Official Video)
Viva La VidaColdplay

From the very first note, this track grabs your heart with the powerful timbre of the strings.

The theme of “the joy of life” in the title is deeply moving.

The way it gradually ascends from the opening toward the finale, paired with the chorus’s airy, floating melody, brings tears to your eyes.

And when the final chorus hits, make sure to shout along!

[2026 Edition] A Roundup of Popular and Classic Western Songs to Listen to in September (61–70)

Fall in PhiladelphiaDaryl Hall & John Oates

Exuding a rich AOR mood with a cool, urban vibe, Daryl Hall & John Oates are one of the quintessential blue-eyed soul artists, especially prominent from the late 1970s through the 1980s.

Though a band of both white and Black members, their sound often leans heavily into soul and funk.

Their melodies are exceptionally strong, which explains their frequent appearances on the pop charts.

On top of that, their grounding in Black music rhythms is solid enough that they could easily be categorized under the 1980s so-called “Black Contemporary.”

SeptemberDavid Sylvian

David Sylvian, the vocalist of the band Japan—who were hugely active from the 1970s through the 1980s—and a singer-songwriter in his own right, is one of the artists who helped energize the eccentric New Wave genre.

Among his works, the track I especially recommend is September.

Centered around the piano, it’s closer to an instrumental than a vocal piece, and throughout it presents a stylish melody that evokes the arrival of autumn.

Autumn LoveDeath Cab for Cutie

Death Cab for Cutie – “Autumn Love” (Lyric Video)
Autumn LoveDeath Cab for Cutie

Death Cab for Cutie is a rock band that has gained popularity for its lyrical musicality.

The band is renowned for its guitar work, and their distinctive guitar sound—imbued with a sense of wistfulness and fragility—is especially captivating.

A track of theirs we recommend for September is Autumn Love.

Featured on their 2018 album Thank You For Today, the song is relatively minor within their catalog but remains a fan favorite.

Be sure to check it out.