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Classic Western songs about regret. Recommended popular tracks.

Here’s a list of classic Western songs about “regret.”

The genres vary—love, friendship, and regrets about the past.

As is often the case with Western music, the lyrics in each track feel disarmingly straightforward, almost awkwardly sincere.

There are some lesser-known hidden gems too, so don’t miss them.

Classic Western songs about regret. Recommended popular tracks (51–60)

A Whiter Shade Of PaleProcol Harum

𝕬 𝖂𝖍𝖎𝖙𝖊𝖗 𝕾𝖍𝖆𝖉𝖊 𝕺𝖋 𝕻𝖆𝖑𝖊 – 𝕻𝖗𝖔𝖈𝖔𝖑 𝕳𝖆𝖗𝖚𝖒
A Whiter Shade Of PaleProcol Harum

It’s a song with a deeply nostalgic vibe, and anyone who loves the ’60s–’70s will definitely be moved to tears.

The distinctive synthesizer sound will undoubtedly pierce your heart.

As it builds toward the latter half, it gradually brings the tears on, so take your time, listen closely, have a good cry, and feel refreshed.

In Your LetterREO Speed Wagon

Keep on Loving You by REO Speedwagon
In Your LetterREO Speed Wagon

A single released by REO Speedwagon in 1981.

The song is in a major key and has a breezy pop feel, so it’s easy to assume it’s about something fun, but it’s actually a perfect breakup song.

It cheerfully sings, like, “Ah, I got dumped.”

What Hurts The MostRascal Flatts

Rascal Flatts – What Hurts The Most
What Hurts The MostRascal Flatts

The track was originally released by Mark Wills in 2003.

The version by the American country music band Rascal Flatts was released in 2006 and reached No.

1 on the U.

S.

charts.

It’s a sad track that sings about the importance of not holding back your feelings and expressing them.

I Remember YouSkid Row

Skid Row – I Remember You (Official Music Video)
I Remember YouSkid Row

A rock ballad about the end of a relationship.

It was released in 1989 by the American heavy metal band Skid Row and reached No.

2 on the New Zealand charts.

It has been covered by artists such as DJ Deckstream and The Ataris.

Classic Western songs about regret. Recommended popular tracks (61–70)

Running BackTHIN LIZZY

It’s a song by Thin Lizzy, the rock band from Ireland.

The laid-back rhythm makes it really pleasant to listen to.

It’s included on their 1976 album Jailbreak.

The lyrics compare a sad love affair to an American football game.

Give You HellThe All-American Rejects

The All-American Rejects – Gives You Hell (Official Music Video)
Give You HellThe All-American Rejects

This song isn’t just about heartbreak; it’s a track that wishes anyone who’s had something awful happen—or anyone who gets upset every time they see a certain person—could make them feel the same way.

If you went through the worst kind of breakup, blasting this song and singing along at the top of your lungs might be the best way to blow off steam.

Gives You HellThe All-American Rejects

The All-American Rejects – Gives You Hell (Official Music Video)
Gives You HellThe All-American Rejects

The All-American Rejects are an American band that’s hugely popular—especially in the United States, where two of their albums have been certified platinum.

They’re known for many songs that evoke a sense of youth and feature highly relatable lyrics, and this track, too, hits close to home as if it were about one’s own life.