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[2026] Best melancholic summer classics in Western music: recommended popular songs

Party anthems that hype up the hot summer are great, but there are probably many of you who also want to chill at dusk with bittersweet melodies and sounds.

In this article, we introduce popular Western hits and recommended classics under the theme of “Bittersweet Summer Masterpieces.”

The first half highlights the latest releases and recent favorites, while the latter half lines up a host of timeless classics.

From laid-back numbers to upbeat tracks whose melodies and lyrics are achingly poignant, enjoy a wide variety of summer songs!

[2026] Best Melancholic Summer Western Music: Recommended Popular Songs (81–90)

Summer’s EndJohn Prine

John Prine – Summer’s End Official Video
Summer's EndJohn Prine

John Prine, who sadly passed away in 2020, included a song themed around the end of summer on his final album, The Tree of Forgiveness.

That song is Summer’s End.

In it, the person he’s lost is likened to a summer that has passed.

The highlight is how the emptiness is conveyed through a variety of literary expressions.

It’s a gentle folk song—perfect for when you want to unwind alone.

Peaches ft. Daniel Caesar, GiveonJustin Bieber

Justin Bieber – Peaches ft. Daniel Caesar, Giveon
Peaches ft. Daniel Caesar, GiveonJustin Bieber

Starting with a light, airy piano tone and featuring a mid-tempo, groovy melody, this uplifting track showcases Canadian artist Justin Bieber with R&B singers Daniel Caesar and Giveon.

It’s a popular single from the album “Justice,” released in March 2021, celebrated for its gentle worldbuilding filled with deep love for his wife and irreplaceable memories.

The lyrics skillfully weave together a happy life with a loved one and experiences in his hometown and California, conveying the comfort of living fulfilling days.

Also featured in ANA’s international in-flight entertainment program “SKY CHANNEL,” this song is perfect for weekend drives or moments when you want a refreshing change of pace.

Summer is OverKSI

KSI – Summer Is Over [Official Music Video]
Summer is OverKSI

The more fun you have in summer, the lonelier its ending can feel, right? With that in mind, let me introduce “Summer Is Over.” It’s a track released by the British rapper KSI, expressing the desire to “live through summer once more” as the season comes to a close.

That alone is bittersweet, but if you reinterpret summer as a period of happiness in life, it becomes even more poignant.

The chill vocals and melody also make it a perfect, mellow listen for the end of summer.

One Kiss Don’t Make A SummerLucky Soul

Lucky Soul is a British rock band that also enjoys great popularity in Japan, where they’ve even toured.

When it comes to their summer songs, “One Kiss Don’t Make A Summer” is the standout.

It’s a pop-rock track, and vocalist Ali Howard’s clear, crystalline voice adds a refreshing feel.

The lyrics brim with seasonal atmosphere, portraying a summer romance and the frustration of not closing the distance with someone you’ve just started getting to know.

Give it a listen while imagining that tantalizingly close yet elusive relationship.

Rose Colored LensesMiley Cyrus

Miley Cyrus – Rose Colored Lenses (Official Lyric Video)
Rose Colored LensesMiley Cyrus

Singer-songwriter Miley Cyrus.

Her release “Rose Colored Lenses” is crafted in a way that anyone can relate to.

At the very beginning of the song, we meet a woman who wakes up because of the strong sunlight streaming into her room.

It then depicts her heading out even though she doesn’t want to go into the heat.

It’s a classic summertime scenario, right? Another highlight is how a bittersweet love story unfolds alongside it.