Saddest Western Songs Ranking [2026]

You And MeLifehouse29rank/position

Lifehouse – You And Me (Official Music Video)

When it comes to sad songs, I tend to imagine something like a ballad.

If you combine that with beautiful instrument tones and vocals, I think it’s perfect.

This track is about as close as it gets to what I envision.

It’s also a sweet song, so I recommend it to women.

Last NightMorgan Wallen30rank/position

Morgan Wallen – Last Night (One Record At A Time Sessions)

A gem of a ballad filled with aching feelings of not being able to give up, even when forced to say goodbye to someone you love.

The image of a man and woman baring their true feelings with the help of a few drinks is striking.

Morgan Wallen’s husky vocals resonate deep in the heart.

Released in March 2023, the song became a hot topic, spending an extended period at No.

1 on the Billboard charts.

Announced during his first-ever stadium tour, it sent fans into a frenzy.

Perfect for when you want to soothe the pain of heartbreak or are struggling with an important relationship.

By the time it ends, you’ll likely feel the importance of honestly sharing how you feel.

FifteenTaylor Swift31rank/position

Taylor Swift – Fifteen

She is an artist from the United States.

After releasing a string of hits, her fashion sense has made her a fashion icon for young women.

This song is included on her first album and tells the story of a friend’s bittersweet first love that she experienced at the age of 15.

RunLeona Lewis32rank/position

Leona Lewis – Run (Official Video)

Unfortunately, Leona Lewis also gives a strong impression of being an artist from a previous era, but even so, there are universally wonderful songs like this one.

I believe the original is by a British band called Snow Patrol, so please listen to their version as well.

White HorseTaylor Swift33rank/position

Taylor Swift – White Horse

If you ask young Americans today for a sad song, I’m sure this one would be the most popular.

Taylor Swift’s songs are all wonderful, but I used to think they were a bit too bright and poppy.

However, this song beautifully conveys sadness.

BeautifulChristina Aguilera34rank/position

Christina Aguilera – Beautiful (Official HD Video)

A song written by Linda Perry.

It is also known as a track embraced by the gay community.

Released as a single by Christina Aguilera in 2002, the song won the Grammy Award for Best Pop Vocal Performance.

How Do I Say GoodbyeDean Lewis35rank/position

Dean Lewis – How Do I Say Goodbye (Official Video)

A work by Dean Lewis known as a tearjerker.

Sparked by his father’s illness, the lyrics convey the anxiety and fear of facing a sudden farewell.

Filled with deep love and gratitude for family, the song was released in August 2022 and included on the album “The Hardest Love.” It resonates with those who have experienced parting from a loved one or who cherish family bonds.

Dean Lewis’s delicate vocals gently embrace listeners’ hearts and evoke empathy.