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[2026] Classics and Recommended Popular Western Songs to Listen to in October

In recent years, the intense heat of summer has lingered on even after autumn arrives, and it’s really not until October that it finally starts to feel like fall.

It’s a comfortable time of year that makes you want to go out for a walk or a drive, and it’s also perfect for quiet contemplation at home—so I’ve put together a list of Western music classics that make great background music.

From songs that take October itself as their theme to mellow tracks that suit autumn’s slightly melancholic mood, I’ve selected a wide range—from recent hits to timeless classics.

You might even make a new discovery, like realizing that a song’s lyrics actually mention October!

Be sure to check them out.

[2026] Classic and Popular Western Songs to Listen to in October (51–60)

Hold My HandLady Gaga

Lady Gaga – Hold My Hand (From “Top Gun: Maverick”) [Official Music Video]
Hold My HandLady Gaga

Lady Gaga’s song “Hold My Hand” was a huge hit in Japan as well.

It’s also known as the theme song for the film Top Gun: Maverick.

Many people may have come to love this track through the movie.

Because “Hold My Hand” was written specifically for the film, it ties in perfectly with the story.

When you’re feeling worn out after enjoying the autumn sports season, why not soothe yourself with the song’s moving melody?

yamamoto
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Autumn LeavesNat King Cole

Many artists sing “Autumn Leaves” as a jazz standard.

The original is a classic French chanson composed by Joseph Kosma, and this is the version by American jazz artist Nat King Cole.

He beautifully captures the song’s lyrical world.

The lyrics evoke heartbreak, which feels fitting for the chilly days of October.

It’s poignant how time seems to stretch when you can’t see someone.

I think this song will stay close to those unresolved feelings, alongside the autumn leaves and fall colors.

KEI
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CompanyRickie Lee Jones

Ricki Lee Jones is a singer-songwriter known for her emotionally charged vocals.

Perhaps because she grew up in a complicated family environment, she has released many sad songs that you wouldn’t expect from her pure-sounding voice.

“Company” is one of her signature tracks and portrays a farewell with someone dear.

The melody is incredibly heartrending, making it perfect for the late-October atmosphere right before winter sets in.

Pay special attention to the high notes at the end of the chorus—the phrases there tighten your chest with their poignancy.

Ryo
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October’s SongSkid Row

SKID ROW – October’s Song (lyric video)
October's SongSkid Row

Legendary heavy metal band Skid Row released their first new track in 16 years in 2023: “October’s Song.” For this work, they brought in vocalist Erik Grönwall, delivering a powerful performance.

The song’s theme is the birth of new life.

Judging from the title, which can be read as “a song of October,” it seems to view autumn as a season of rebirth.

With its forceful vocals and positive message, it’s sure to lift your spirits.

yamamoto
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OctoberThe Helio Sequence

The Helio Sequence – October (Live on KEXP)
OctoberThe Helio Sequence

The Helio Sequence is a rock band from the United States.

They debuted in 1999 and are still active today, but since they’re relatively minor, many people may not know them.

Their music is primarily indie rock, and it seems they’ve gained a certain level of support within the indie rock scene.

Their work themed around October is this track, “October.” If you like the kind of faint, drifting melodies found in bands like Yura Yura Teikoku, this song will probably be right in your strike zone.

Ryo
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