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

Summer 2020Jhené Aiko

Jhené Aiko – Summer 2020 (Official Video)

This song, which sings about the summer of 2020, is by Jhené Aiko, a Japanese American singer-songwriter who enjoys great popularity.

Sampling Kool & the Gang’s classic “Summer Madness” and complemented by Aiko’s beautiful vocals, it features a distinctive chill, mellow sound.

Included on the deluxe edition of the album “Chilombo,” the track was released in July 2020.

The lyrics, strongly reflecting the impact of the pandemic, convey a resilience that seeks hope even in difficult circumstances.

With a cool, late-summer vibe, it’s the perfect song for moments when you want to forget the heat or calm your mind.

JulietteKalapana

Kalapana – Juliette

Kalapana is a band from Hawaii.

When you think of Hawaiian songs, you might picture traditional tunes like Aloha ʻOe, but their 1976 release, known in Japan as “Beloved Juliet,” is a polished work that falls within the AOR genre.

Its cool, breezy performance makes it especially appealing to listen to in the summer.

SummerKenya Vaun

Kenya Vaun – Summer [Official Video]

Born in the early 2000s, Kenya Vaun is a rising R&B singer-songwriter based in Philadelphia.

Her sound, influenced by ’90s neo-soul and R&B, is polished and remarkably high in quality for a newcomer, already drawing attention among early-adopter music fans.

As the title suggests, this track is one you’ll definitely want to play in the summer.

It’s a bittersweet summer song about wanting to escape dull daily life and various frustrations.

Over a laid-back beat, Kenya Vaun’s vocals resonate pleasantly.

It’s a mood-rich gem that’s perfect for summer evenings.

Sad Girl SummerMaddie & Tae

Maddie & Tae – Sad Girl Summer (Official Visualizer)

A song by the American country duo Maddie & Tae that celebrates newfound freedom after the pain of heartbreak.

Contrary to what the title might suggest, it features a bright, up-tempo melody that really stands out.

The sound makes effective use of banjo, and the duo’s signature beautiful harmonies are captivating.

Released in May 2024, this track is a perfect summer anthem that sings of a positive outlook after a breakup.

It depicts having fun with friends and enjoying new encounters, making it a bittersweet yet hopeful piece.

It’s a song you’ll especially want to hear as summer draws to a close and a touch of loneliness begins to set in.

Sad Girl SummerMaisie Peters

Maisie Peters – Sad Girl Summer – [Official Music Video]

Let me introduce you to “Sad Girl Summer,” a song that draws you into a heartrending story.

It’s a track by British singer-songwriter Maisie Peters.

Set on a summer’s day, the song unfolds the story of a woman whose husband has vanished, and who throws a party with her family, friends, and pet.

Though the theme is sorrowful, its appeal lies in the positive message woven throughout.

Also, pay attention to how the melody shifts in step with the unfolding narrative.

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