Classic Western songs perfect for a cloudy day
You know those dull, overcast days when the sun never peeks through? This time, I’m putting together a selection of classic Western songs perfect for those cloudy days.
From tracks that suit the gray weather to refreshing tunes that lift your spirits, I’ll introduce a variety of songs.
- Classic Western songs perfect for a cloudy day
- Western songs to listen to when you're feeling down—tracks that stay by your side and give you the strength to look forward.
- Western songs you’ll want to listen to leisurely on your days off. World classics and popular hits.
- [Rain Songs] A selection of Western music to listen to on rainy days – rainy songs
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- Classic Western songs to listen to in the morning: morning tunes that lift your mood or keep you company throughout the day.
- Classic Western songs that celebrate sunny weather
- Classic Western songs perfect for sunny days—uplifting tracks that match a clear blue sky.
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- [Rain Songs] Songs to listen to on a rainy day. A special feature on rain-themed tracks.
- Really dark... Classic Western songs | So dark that it may trigger depression—proceed with caution!
- Western songs to listen to in the evening: a collection of moody tracks perfect for sunset time
- [2025] Perfect for café time too! A roundup of recommended Western songs to listen to at lunchtime
Great Western Songs to Listen to on Cloudy Days (51–60)
Please Don’t Stop The RainJames Morrison

This song by James Morrison uses rainy weather as a metaphor for the ups and downs of love.
Songs that picture love through rain are often pessimistic and emphasize sadness.
In that context, while this track follows the common pattern of equating romantic highs and lows with the weather, it feels relatively matter-of-fact because it frames the rain with a forward-looking, predictive mindset—thinking ahead.
Love involves many events and isn’t always happy and sweet.
Just as rain inevitably falls, sad things happen when you’re in love.
In a sense, it’s a sage-like, enlightened metaphor, which makes the song feel refreshingly straightforward to listen to.
I Can See Clearly NowJimmy Cliff

Included on the soundtrack of the 1993 album “Cool Runnings.” Theme song for the film “Cool Runnings.” A cover of the single released in 1972 by American singer Johnny Nash.
Born in 1948.
A musician from Jamaica.
It’s characterized by a very bright and cheerful melody—a number that suits the shining sun perfectly.
Bring On The RainJo Dee Messina

This is a song by American country musician Jo Dee Messina.
It’s included on her 2001 album Burn.
The song says that although today has brought some bad events, tomorrow will be different, and she’s moving forward with hope.
Some of you probably don’t like gloomy, rainy skies.
If you listen to this, it might make you think of sunny days and fill you with excitement.
By the way, the chorus vocals are performed by singer Tim McGraw.
SunshineJonathan Edwards

Included on the 1971 album “Jonathan Edwards.” Born in 1946, a singer from Michigan.
The upbeat, steadily building rhythm and the refreshing tone of the folk guitar make for an ear-pleasing pop melody.
The vocals, delivered lightly and with ease, along with everything else, are harmonized and come together nicely.
Classic Western songs to listen to on a cloudy day (61–70)
When It RainsKid Rock

The acoustic guitar tone resonates pleasantly.
It’s a song by Kid Rock, a singer-songwriter from the state of Detroit in America.
It’s included on the 2010 album “Born Free.” The lyrics sing about what you gain and what you lose once you become an adult; despite its catchy style and melody, it leaves you with a bittersweet feeling.
If you’re dealing with something unpleasant or weighed down by worries, it may hit especially hard.
It’s a song that stays close to you when you’re feeling gloomy on a rainy day.
Everyday Is Like SundayMorrissey

Included on the 1988 album Viva Hate.
Born in 1959.
A British singer-songwriter and former vocalist of The Smiths.
Set to a mid-tempo rhythm and an irresistibly pleasant melody, Morrissey’s signature, almost yodel-like vocals burst forth.
A number brimming with an exceptional pop sensibility.
Feel Like RainMotion City Soundtrack

This song has the feel of bright, upbeat rock, like the Manic Street Preachers.
They sing “like rain” many times throughout the track.
It seems to belong to the category of fairly positive songs, but the lyrics are quite complex.
It’s the kind of lyric that could tip into darkness with a single misstep; at first listen it sounds bright, but the words being sung aren’t actually cheerful.





