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[2025 Edition] A roundup of popular and classic Western songs to listen to in September

[2025 Edition] A roundup of popular and classic Western songs to listen to in September
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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 (1–10)

A Bar Song (Tipsy)Shaboozey

Shaboozey – A Bar Song (Tipsy) [Official Visualizer]
A Bar Song (Tipsy)Shaboozey

A track from the acclaimed album “Where I’ve Been, Isn’t Where I’m Going,” released in April 2024 by Shaboozey, a singer-songwriter who deftly fuses country and hip-hop.

With Nigerian roots, his music crosses genre boundaries and captivates a wide audience.

This song stands out for its exhilarating lyrics about blowing away work stress and daily pressure by spending time with friends.

Even on those slightly lonely September nights that signal the end of summer, its upbeat country-tinged melody and lively rhythm lift your spirits.

It also drew attention for the remarkable feat of spending 19 consecutive weeks at No.

1 on the Billboard Hot 100.

It’s the perfect track for turning up with friends on the weekend.

That’s So TrueGracie Abrams

Gracie Abrams – That’s So True (Official Lyric Video)
That’s So TrueGracie Abrams

September, when the summer bustle has faded and a certain melancholy lingers.

In this season, the song I want to listen to is by singer-songwriter Gracie Abrams, who was nominated for the Grammy Award for Best New Artist.

This track lays bare the complicated emotions many of us may know—lingering feelings for an ex after a breakup and jealousy toward their new partner.

Released in November 2024 from the deluxe edition of her album “The Secret of Us,” it reached No.

6 on the U.

S.

charts and earned her first-ever No.

1 in the U.

K.

The painfully honest feelings sung over a catchy melody seem to gently accompany a mind lost in thought on long autumn nights.

Give it a listen when you want to sink into sentimentality and reminisce about a summer romance.

I Think They Call This LoveElliot James Reay

Elliot James Reay – I Think They Call This Love (Official Music Video)
I Think They Call This LoveElliot James Reay

It’s a song that warmly wraps you in that faint loneliness the end of summer brings.

It’s the debut single by British singer-songwriter Elliot James Ray, released in July 2024.

The vintage sound, inspired by oldies from the ’50s and ’60s, feels so comforting.

What the song captures is the pure thrill of falling in love—the innocent feelings of having your heart stolen by nothing more than a simple greeting, leaving you unsure of what to do, expressed plainly through his sweet, soulful voice.

Wouldn’t it be lovely to spend a long September night, after the summer bustle has faded, lost in thought while listening to this bittersweet love song?

lutherKendrick Lamar & SZA

A gem of a love ballad by Kendrick Lamar and SZA, where contemporary R&B and hip-hop blend seamlessly.

It’s a track from the acclaimed album “GNX,” released in November 2024, and it pays tribute to the legendary soul singer Luther Vandross.

The song delivers a message of hope—that beautiful love can flourish even in difficult circumstances—brought to life by Lamar’s rap and SZA’s emotive vocals.

Its mellow sound, evoking the end of summer, is perfect for those slightly lonely September nights.

This modern classic not only hit No.

1 on the Billboard Hot 100, but also remains fresh in memory for its stunning performance at the Super Bowl in February 2025.

BIRDS OF A FEATHERBillie Eilish

Billie Eilish – BIRDS OF A FEATHER (Official Music Video)
BIRDS OF A FEATHERBillie Eilish

September, when the summer bustle has faded and a hint of sentimentality sets in.

In a season like this, there’s one song by Billie Eilish that truly resonates.

It’s a track from her acclaimed 2024 album “HIT ME HARD AND SOFT,” which became a hit, reaching No.

2 on the Billboard Hot 100.

The song tells of an eternal love that endures even beyond death—a devoted, single-hearted desire to stay forever with a fated partner.

Its mellow, ’80s-tinged synth sound melds with her signature whispery vocals to create a bittersweet yet beautiful world.

It’s the perfect companion for long autumn nights when you want to feel the bond with someone special even more deeply.

ceilingsLizzy McAlpine

Lizzy McAlpine – ceilings (official video)
ceilingsLizzy McAlpine

This piece by Pennsylvania-born singer-songwriter Lizzy McAlpine is marked by a poignant melody that evokes the end of summer.

The story reveals that the nighttime scene with a happy lover is actually the protagonist’s imagined remembrance of days gone by, tightening the chest with its bittersweet twist.

Lush strings and her delicate vocals seem to guide you into the liminal space between dream and reality.

Featured on her April 2022 album “Five Seconds Flat,” the song reached No.

54 on the Billboard Hot 100.

It’s a perfect classic for those long September nights when summer memories are fading and you want to sink into a slightly sentimental mood.

Sailor SongGigi Perez

Gigi Perez – Sailor Song (Official Music Video)
Sailor SongGigi Perez

Singer-songwriter Gigi Perez, who grew up in Florida, crafts an indie-folk sound whose emotive lyrics and distinctive vocal style resonate with many.

Among her works, there’s one song—released in July 2024—that’s perfect for the start of autumn.

It portrays a deeply devoted love that even calls a partner a “savior,” yearning for a fierce, passionate connection, like a sailor returning from a long voyage to reunite with a lover.

Its acoustic tones gently soothe that faint melancholy unique to summer’s end.

Topping the charts in the UK, this piece is one to savor quietly on long autumn nights as you think of someone dear.

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