Classic and popular Western songs to listen to in October 2025

We’re In Loveboygenius

boygenius – We’re In Love (official audio)

Boygenius, who enjoy immense support around the world, have a song connected to October titled “We’re In Love.” It’s a ballad with notably philosophical lyrics.

A close reading reveals that the first half of the song depicts summer’s conflicts and sorrows, while the latter half portrays a tranquil winter.

In the middle of the song, there’s a line about October—that is, autumn.

In summary, the work seems to view autumn as a time when things begin to take a turn for the better.

3005Childish Gambino

Childish Gambino – 3005

Known for songs like ‘Redbone’ and ‘This Is America,’ Childish Gambino is a multi-talented artist who excels at everything from smooth, neo-soul-style vocals to skillful rap.

His tracks are all highly distinctive, often featuring surreal styles.

‘3005’ is also a very surreal piece, characterized by its unique flow.

Its bittersweet lyrics suit the autumn season, so be sure to check out the Japanese translation as well!

AutumnPaolo Nutini

Autumn

Paolo Nutini is a singer-songwriter from Scotland.

While he’s released many pop, rock, and folk tracks, his vocal delivery is deeply soulful.

Autumn is one of his signature songs, and it was sung for his grandfather.

Though the theme is autumn, the melody is striking for the warmth it conveys amid its wistfulness.

If you enjoy rich, husky vocals, be sure to give it a listen!

Singing Without YouEylie

Eylie – Singing Without You (Official Music Video)

Swedish soul-pop singer Airi.

Her debut single, “Singing Without You,” features a gentle, emotive piano tone that’s wonderfully soothing—a perfect track for a calm autumn day.

Her husky, delicate voice is especially captivating, evoking that uniquely autumnal feeling of leaves turning color and then falling away.

It’s more than a simple piano ballad; it carries the rich emotional expression of soul music, and the more you listen, the more it draws you in.

Forever AutumnJustin Hayward

Forever Autumn

A classic hit that was also hugely popular in Japan, “Forever Autumn.” This song was created by Justin Hayward, also known as the lead singer of The Moody Blues.

It has a somewhat lonely atmosphere, and the lyrics suggest a sad event in autumn.

It also portrays autumn as a harbinger of winter, with migratory birds gradually flying away.

See what message you take from it—give it a listen yourself.

Snow in OctoberChelsea Cutler

Chelsea Cutler – Snow In October (Cover Art) [Ultra Music]

In October, when the cold air stings your skin, you may feel a chilling loneliness in your heart.

That’s when Chelsea Cutler’s music is just right.

Her translucent vocals and delicate soundscapes gently embrace the listener’s heart.

This song explores themes like love, heartbreak, and self-discovery, characterized by introspective lyrics and an emotional tone.

Included on an EP released in October 2017, it captivates with a fusion of electronic and acoustic elements.

The protagonist’s effort to move forward despite inner pain resonates with autumn’s melancholy.

This work is perfect for quiet nights alone or walks where you tread on fallen leaves.

When you want to face the part of yourself that’s struggling to fill the hole in your heart, give it a listen.

Tiimmy TurnerDesiigner

Desiigner – Tiimmy Turner (Official Audio)

A song by American hip-hop artist Desiigner, released as a digital download in 2016.

It was produced by Mike Dean, a longtime collaborator of Kanye West.

The track was selected for Rolling Stone’s “50 Best Songs of 2016.”