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[2025] A roundup of classic Western songs to listen to on cloudy days
Suddenly, but on those overcast days when you can’t even catch a glimpse of blue sky, what kind of music do you listen to? Staring at a dull sky can make it hard to get in the mood, but plenty of people probably go for upbeat tracks that blow those feelings away.
In this article, we’ve gathered the latest numbers—especially in the first half—featuring bright, refreshing tunes and chill tracks that help soothe the mind.
The latter half introduces many timeless classics, so be sure to add them to your cloudy-day playlist!
[2025] A roundup of classic Western songs to listen to on cloudy days (1–10)
Lover GirlNEW!Laufey
Laufey captivates the world with her unique style that blends a classical foundation with a jazz sensibility.
The Icelandic singer-songwriter began playing piano at four, cello at eight, and performed with the Iceland Symphony Orchestra at fifteen.
In 2023, she won the Grammy Award for Best Traditional Pop Vocal Album at the 66th Annual Grammy Awards.
Released in June 2025, this track is a lead single from her third album, A Matter of Time.
It tenderly expresses the ache of longing for a distant lover, its soothing tones—woven from bossa nova-like rhythms and lush strings—lingering in the heart.
On a cloudy afternoon by the window, why not listen with a warm drink in hand? Take time to savor the restrained, delicate lyrics as well.
do you think you could love meNEW!yung kai
Chinese-Canadian singer-songwriter Yang Kai has been drawing attention with a gentle sound grounded in indie bedroom pop.
Released in March 2025, this track is a romantic number where his clear vocals resonate over dreamy piano and clean guitar.
It opens with an image of dreaming about a lover waiting under a streetlight, and through the question “Will you love me?” it portrays the emotional crosscurrent of a desperate desire to be loved and the anxiety that the feeling may not be returned.
Under a dull, overcast sky, it might be nice to listen to this song and calm your mind.
So Easy (To Fall In Love)NEW!Olivia Dean
Olivia Dean is a singer-songwriter from London.
Blending elements of neo-soul, R&B, and pop with a touch of jazz, she has garnered attention, and her 2023 debut album “Messy” received high praise, including a nomination for the Mercury Prize.
Her second album, “The Art of Loving,” released in September 2025, is a work that portrays the comfort of falling in love and the kind of love that naturally weaves into everyday life.
The track included here is characterized by a retro yet sophisticated sound reminiscent of Fleetwood Mac and Burt Bacharach.
Its understated, intimate lyrics and straightforward, natural depiction of romance gently accompany a calm, overcast mood.
OutboundNEW!After
This is a track released in August 2025 by After, a Los Angeles–based duo who met on a dating app.
Its sound strikingly revives early-2000s pop rock in a modern way, with dreamy synths and guitar arpeggios that resonate pleasantly.
The lyrics, which sing about the courage to step outside and a positive outlook, gently encourage hearts that tend to sink a little under cloudy skies.
A production anecdote reveals that the song originally bore the title “Morning” and evolved over more than a year, suggesting a carefully polished piece of work.
It’s a refreshing number you’ll find yourself humming on those not-so-clear-weather days.
The FieldNEW!Blood Orange
Blood Orange, the solo project of UK-born multi-artist Devonté Hynes, has won fans with its distinctive sound that blends R&B, soul, and indie rock.
The long-awaited new single released in June 2025 is a striking track featuring a soothing sound woven from gentle piano melodies and delicate percussion.
With star guest vocals from Caroline Polachek and Daniel Caesar, it sings of moments of taking a deep breath in the countryside and the feeling of losing that calm.
Themes like the difficulty of letting go and faded memories are expressed through layered vocal harmonies, making it a piece you’ll want to play on days when the sky won’t clear.
It’s perfect for gazing at the clouds and turning inward to reflect on yourself.
Day One (feat. Dijon & Flock of Dimes)NEW!Bon Iver
Centered around Wisconsin native Justin Vernon, Bon Iver is a project that has continually evolved from tranquil indie folk into experimental soundscapes.
On this track from the album “SABLE, fABLE,” released in April 2025, Dijon and Jenn Wasner are featured, and a beautiful world unfolds through interlacing keyboard lines and layered harmonies that sweep like beams of light.
The song explores themes of identity and devotion, expressing a profound bond: not knowing who you are without that someone special.
It’s a track that gently accompanies a heart shifting like overcast skies.
Venturing from its folk roots into contemporary R&B, the sound is introspective yet warm—an ideal listen for days of unsettled weather.
HaikuNEW!Jenevieve
Released in May 2025 after nearly two years, this new track is an R&B tune that captures the delicate emotions of falling in love—short and deep, like a haiku.
Miami-born singer-songwriter Genevieve crafted it with her longtime collaborator, Elijah Gabor.
Her soft yet powerful vocals layer over a sound that perfectly blends retro flair with a modern sensibility.
In the music video, filmed in Manila, Philippines, dreamlike scenes of riding a carriage through the city set a surreal tone.
With lyrics that poetically express the feeling of longing for someone, the song resonates deeply—perfect for moments of quiet reflection under a cloudy sky.
Its dreamy, soulful textures bring a sense of calm to days when the weather won’t quite clear.