[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.
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[2026 Edition] A roundup of popular and classic Western songs to listen to in September (51–60)
Keeps On FallinBabyface & Ella Mai

If this song gives you a sense of nostalgia, you’re probably well-versed in early ’90s R&B or spent your youth in that era.
In June 2022, the world-renowned music producer and singer-songwriter Babyface released the track “Keeps On Fallin,” featuring Ella Mai, the hugely popular UK-born songstress in today’s R&B scene.
As mentioned at the outset, while it’s a contemporary track, it’s steeped in a nostalgic vibe that recalls classic R&B, drawing on the melody and track of Tevin Campbell’s 1993 hit “Can We Talk,” which Babyface produced and which became a massive success.
For Babyface, it can be seen as a kind of self-homage, resulting in a fresh song where nostalgia and modernity intersect.
This kind of refined R&B is sure to be a perfect fit for long autumn nights!
AutumnBelle Mariano x Ben&Ben

This work is characterized by its translucent vocals and melodies that seep into the heart.
It’s a collaboration between Belle Mariano and the Filipino folk-pop band Ben&Ben, released in December 2023.
The song is also featured on the soundtrack of the ABS-CBN drama “Can’t Buy Me Love,” with lyrics that poignantly overlay the sorrow of long-distance love and the pain of parting with autumnal imagery.
Ben&Ben’s delicate acoustic arrangement and Belle Mariano’s gentle vocals blend beautifully, making it a track you’ll want to savor on long autumn nights.
It’s a moving song that resonates with those who have experienced a breakup or are in a long-distance relationship.
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

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.


