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Lovely summer song

[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)

Sad in the Summer (feat. Lily Rose)Diplo

Sad in the Summer (feat. Lily Rose) [Official Video]
Sad in the Summer (feat. Lily Rose)Diplo

Doesn’t the end of summer make you feel a little lonely? That’s why I want you to listen to “Sad in the Summer.” It’s a work by Diplo, a DJ who produces a lot of EDM, and Lily-Rose, known as a model and actress.

The lyrics portray a man who’s on the verge of being dumped, wishing she’d stay with him until summer is over.

Although it’s a sad, heartbreak-themed song, its up-tempo sound keeps it from feeling too somber.

BoatEd Sheeran

Ed Sheeran – Boat [Official Video]
BoatEd Sheeran

When you’re tired or feeling down, I recommend this song: “Boat.” It’s the opening track on the globally renowned singer Ed Sheeran’s album “-.” With a simple, quiet melody consisting only of guitar, it portrays indelible emotional wounds and the struggle between ideals and reality.

By the end, the song gently gives you a nudge forward, so it might help you reset your mood.

On The Way HomeJohn Mayer

John Mayer – On The Way Home (Official Music Video)
On The Way HomeJohn Mayer

John Mayer is a quintessential American singer and guitarist.

When it comes to songs about the end of summer that he sings, “On The Way Home” comes to mind.

It’s a country tune that depicts the close of summer vacation.

In the song, the protagonist gradually returns to everyday life while wrestling with the desire to “stay forever.” Sprinkled with positive messages, it’s sure to lift your spirits when you listen.

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.

[2026] Best Melancholic Summer Western Songs: Recommended Popular Tracks (91–100)

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.