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[2025 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.

[2025 Edition] A Roundup of Popular and Classic Western Songs to Listen to in September (21–30)

SeptemberJames Arthur

James Arthur – September (Official Video)
SeptemberJames Arthur

The song released in June 2021 by British singer-songwriter James Arthur is a perfect track to listen to in September.

Featuring the gentle tones of an acoustic guitar and Arthur’s emotive vocals, the piece appears on his fourth album, “It’ll All Make Sense in the End.” The lyrics portray unwavering love through a romance that began in September, recalling a first kiss, shared memories, and hopes for the future.

Filled with Arthur’s deep affection and resolve, this song is recommended for anyone in love as the season shifts into autumn.

Crowded PlacesBANKS

BANKS – Crowded Places (Visualizer)
Crowded PlacesBANKS

This is a 2017 track by American singer-songwriter BANKS.

It has a unique vibe—dark yet with glimpses of romance—and it created quite a buzz right after it was released.

Highly recommended for fans of stylish, artsy music.

[2025 Edition] A roundup of popular and classic Western songs to listen to in September (31–40)

We Don’t Talk AnymoreCharlie Puth

Charlie Puth – We Don’t Talk Anymore (feat. Selena Gomez) [Official Video]
We Don't Talk AnymoreCharlie Puth

How about a song like this—melancholic yet rhythmically flowing—for autumn? His medium-tempo ballads are truly the best.

The feature with Selena Gomez is irresistible.

The music video is cute, too.

This one’s a recommendation as well!

September In The RainDinah Washington

DINAH WASHINGTON – SEPTEMBER IN THE RAIN
September In The RainDinah Washington

Dinah Washington, the great female singer known as the Queen of the Blues.

She created many masterpieces, but the song I especially recommend is “September in the Rain.” Originally written as a song for the 1937 film Melody for Two, it’s now also beloved as a jazz standard.

Its lyrics, which beautifully portray a poignant heartbreak in the September rain, are truly wonderful—so be sure to check out the Japanese translation as well.

Ain’t It FunParamore

Paramore: Ain’t It Fun [OFFICIAL VIDEO]
Ain't It FunParamore

A song from the hugely popular Paramore in the U.

S.

Among bands led by female vocals, they’re probably one of the most talked-about.

It’s the kind of track that makes you want to go out and have fun as the weather turns a bit cooler.

But when you look at the lyrics, they’re saying things like, “What are you even doing like that?”—which really highlights Paramore’s signature style.

DiamondsSam Smith

Sam Smith – Diamonds (Official Music Video)
DiamondsSam Smith

As September begins, temperatures drop and we gain more freedom in fashion.

Many of you might be looking to sharpen your style with some slick music for the month.

For those people, I recommend Sam Smith’s Diamonds.

When you think of Sam Smith, many probably picture the sorrowful vocals of a song like Stay With Me.

This track, however, pleasantly defies that image with its sophisticated, stylish melody that really stands out.

King HarvestThe Band

King Harvest – The Band (720p HD Quality High Def sound)
King HarvestThe Band

A track from the 1969 studio album “The Band.” Its pastoral sound and wistful vocals are incredibly captivating.

If you’re a music fan, this legendary rock band is one you absolutely must hear at least once.

As the title suggests, this song feels like a refreshing autumn breeze—perfect for a drive.

The guitar solo in the interlude is a must-hear! It’ll give you chills.

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