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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 Collection of Popular and Classic Western Songs to Listen to in September (41–50)

Autumn LeavesEd Sheeran

Ed Sheeran’s classic, “Autumn Leaves.” There’s a jazz standard with the same title, but this is a completely different song—a pop track released in 2011.

As the title suggests, it’s themed around autumn, and the lyrics liken heartbreak to leaves falling in the fall.

It’s pop, so it’s extremely easy to listen to, yet it still carries a strong sense of melancholy.

It’s a gem—be sure to check it out.

SeptemberKirk Franklin

In January 2007, Kirk Franklin, a leading figure in American gospel music, released a bold arrangement of a classic by Earth, Wind & Fire.

Seamlessly blending gospel and funk, the track preserves the original’s celebratory spirit while adding a heartwarming message of faith and hope.

Featured on the album The Fight of My Life, the song reached No.

1 on Billboard’s Gospel chart.

Franklin’s powerful vocals and the gospel chorus tie memories of September to God’s love, inspiring listeners with courage and hope.

As early autumn evenings set in, why not let yourself be carried by this soul-stirring voice?

Norman fucking RockwellLana Del Rey

Lana Del Rey – Norman F***ing Rockwell (Official Music Video)
Norman fucking RockwellLana Del Rey

Lana Del Rey, a singer-songwriter from New York, describes her own genre as “sadcore,” and true to that label, she has released many deeply melancholic songs.

Her musical style is perfect for September, a month that carries a sense of wistfulness.

A work I especially recommend is Norman Fucking Rockwell.

While its melodies evoke soft rock and dream pop, it’s by no means cheerful; it fully embodies what she calls “sadcore.” Its poignant melodies are perfect for autumn.

Rise & Fall ft. StingCraig David

Craig David – Rise & Fall (Official Video) ft. Sting
Rise & Fall ft. StingCraig David

Craig David is one of the UK’s leading R&B singers.

He’s been active since the 2000s and still pops up in the mainstream from time to time.

Among his catalog, a track that’s especially perfect for autumn is Rise & Fall ft.

Sting.

It’s a collaboration with Sting and samples his classic Shape of My Heart.

It’s a sexy, mature R&B tune—definitely give it a listen.

Late September DogsMelissa Etheridge

The Late September Dogs (Live At The Roxy)
Late September DogsMelissa Etheridge

Melissa Etheridge, who has won numerous music awards.

When it comes to songs you want to hear in the fall, isn’t “The Late September Dogs” the one? The title literally means something like “the dogs of late September.” The song is set in September and portrays the feelings of someone enduring sorrow.

Dogs appear in the lyrics, and they can be interpreted as a metaphor for the protagonist.

Why not give it a listen while letting your imagination roam?