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[2025] Recommended popular melancholic summer classics in Western music

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!

[2025] Melancholic Summer Classics in Western Music: Recommended Popular Songs (121–130)

Summer Is Like a Dreamkhai dreams

If you’re looking for a chill summer vibe, we recommend “summer is like a dream.” It was created by Kai DreamS, a U.

S.

-born singer-songwriter gaining attention on the music app Spotify.

The soft, airy melody over a lo-fi beat leaves a strong impression.

The tropical, seaside feel of the sound is sure to help you relax.

It’s the kind of track you’ll want to listen to against a summer sunset tinged with a hint of wistfulness.

Why not give it a listen as a companion to your slow, laid-back moments?

SailingChristopher Cross

Christopher Cross – Sailing (Official Audio)
SailingChristopher Cross

Christopher Cross is a singer-songwriter from the United States.

His soft, gentle singing voice has long been loved in Japan.

Sailing is a song included on the album Christopher Cross, released at the end of 1979.

Even the title alone—Sailing—evokes a full-on summer vibe, and the music itself has a refreshing feel, as if you can sense the sea breeze.

Don’t Dream It’s OverCrowded House

Crowded House – Don’t Dream It’s Over (Official Music Video)
Don't Dream It's OverCrowded House

Crowded House is a rock band from Australia.

They have often been described as “the Beatles of Australia,” and they created many songs with striking melodic lines.

Don’t Dream It’s Over, released in 1986, is one of their signature songs—a poignant track that resonates deep in the heart.

Hello SummerDanielle Bradbery

Danielle Bradbery – Hello Summer (Instant Grat Video)
Hello SummerDanielle Bradbery

“Hello Summer” is a love song that likens the changing of the seasons to shifting emotions and heartbreak.

It’s sung by American artist Danielle Bradbery.

While the song centers on heartbreak, it carries the message that just as summer returns, new love will come again.

Her sweet vocals and the gentle, country-tinged melody will soothe a tired heart.

It’s a track I highly recommend listening to at the end of summer.

[2025] Best Heartbreaking Summer Western Music: Recommended Popular Songs (131–140)

Seasons ChangeExposé

Exposé – Seasons Change (Official Video)
Seasons ChangeExposé

Exposé is a three-member girl group from the United States.

They have many danceable, pop songs and were active in the 1980s.

“Seasons Change,” released in 1987, is an especially memorable ballad among their works.

It became a major hit, reaching number one on the U.

S.

Billboard chart.

SongbirdKenny G

Kenny G – Songbird (Offiical Video)
SongbirdKenny G

Kenny G is a saxophone player from the United States.

Active in the fusion genre, he released the album Duotones in 1987, which became his first work to reach the top 10 on the U.

S.

charts.

Included on that album is Songbird.

Distinguished by its delicate sensibility, the piece is widely beloved in Japan as well.

Never Really Loved MeKygo, Dean Lewis

Kygo, Dean Lewis – Never Really Loved Me (with Dean Lewis) (Lyric Video)
Never Really Loved MeKygo, Dean Lewis

Kygo, a singer who represents Norway and is also known worldwide as a trackmaker, collaborated with Australian singer Dean Lewis on “Never Really Loved Me.” Kygo hasn’t created many love songs in the past.

This time, however, he brought in Dean Lewis—renowned for his love songs—as the vocalist, taking on a style he hasn’t tried before.

Pay attention to the poignant lyrics that make you reflect on the meaning of love.