Recommended Western Music for Autumn: Popular Autumn Songs and Hidden Gems [2025]

povAriana Grande

Ariana Grande – pov (Official Live Performance) | Vevo

What I’d love you to listen to in the autumn season—when it’s easy to feel wistful and sad—is Ariana Grande’s “pov.” It’s a single from her highly acclaimed 2021 album “Positions,” which reached No.

3 on the U.

S.

Top 40.

The lyrics, “Because you love me, I learned to love myself,” are truly heartwarming when you listen.

It’s also a track where you can fully enjoy Ariana’s outstanding vocal ability, so be sure to give it a listen!

The Boys of FallKenny Chesney

The Boys of Fall-Kenny Chesney Full song (High Quality)

This is a single released by country music artist Kenny Chesney from the album “Hemingway’s Whiskey.” Inspired by the place he grew up and his memories, the song is set against the backdrop of high school football.

To Be With YouMr. BIG

Mr. Big – To Be With You

It’s a ballad by the hard rock band Mr.

Big.

While people tend to focus on their virtuosic technique, it’s impressive how they also deliver such strong performances in these more simply structured songs.

The Autumn StoneThe Small Faces

Small Faces ….. The Autumn Stone ♥

For anyone who loves ’60s British rock—especially the mod scene—the Small Faces are a big name everyone knows.

Fronted by the legendary Steve Marriott, whose charismatic presence and powerhouse R&B-derived vocals left an indelible mark, the band is revered by countless musicians—Paul Weller being a prime example.

Marriott later found success with Humble Pie as well, but tragically died in an accident at the age of just 44.

The Autumn Stone, which also lent its name to a 1969 compilation album, is a hauntingly beautiful acoustic ballad that seems to embody the band’s quieter side.

Marriott’s tender, heartfelt singing and the melody are, of course, exquisite, and the distinctly ’60s-sounding flute that rings out midway through the track adds a lovely touch.

Although it’s a perfect song for long autumn nights, it’s interesting that the phrase “The Autumn Stone” never appears in the lyrics; instead, there are hints of spring’s arrival.

Is that a characteristically British irony, or is there another meaning at work? Imagining the possibilities is part of the fun.

Angels Like YouMiley Cyrus

Miley Cyrus – Angels Like You (Official Video)

A perfect song for autumn with melancholic lyrics is Miley Cyrus’s “Angels Like You.” It’s a track from her 2020 album Plastic Hearts, which charted at No.

2 in the U.

S.

and No.

4 in the U.

K.

The lyrics, in which she chooses to part ways—saying “you and I just aren’t meant to be”—leave you with a bittersweet feeling as you listen.

The music video is largely composed of footage from an event for healthcare workers that Miley Cyrus performed at before the Super Bowl, the American football championship game.

Lost On YouLP

LP – Lost On You (Live)

LP’s “Lost on You,” by the American singer-songwriter, is a perfect song for the melancholic, nostalgic feel of autumn.

It’s the title track from the 2015 album Lost on You, which became a huge hit across Europe, especially in Italy and France.

LP’s slightly husky yet powerful vocals pair well with the organic instrumentation, creating a distinctive soundscape.

The lyrics, which look back on a love that has ended and lament that “the you from those days is gone,” are achingly sad.

SleepThe Roots

The Roots “Sleep”

Let me introduce “Sleep,” a song widely praised for its deep message.

It’s a work by the American hip-hop group The Roots, crafted with a blues-like feel.

The lyrics liken the falling of dead leaves to the singer’s own transformation.

Interpretations vary: some say the song focuses on life on the streets, others see it as a severing of ties with the past, or perhaps both.

First, give it a listen and see what images it evokes for you.