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[2026] Western songs to listen to in May: Introducing heart-fluttering masterpieces

Speaking of May, it’s Golden Week—a season that’s a delight for working people and students alike.

That said, as the term “May blues” suggests, it can also be a time when you feel a bit lethargic after a long holiday.

So here are some classic Western songs perfect for May to lift your spirits!

From powerful tracks that give a push to those still feeling uneasy a month into their new routines, to chill tunes ideal for a leisurely afternoon tea on a day off, and songs that make great driving BGM during the holiday—there’s plenty to enjoy.

From the latest hits to timeless classics, enjoy!

[2026] Western songs to listen to in May: Introducing heart-fluttering masterpieces (11–20)

As It WasHarry Styles

Harry Styles – As It Was (Official Video)
As It WasHarry Styles

At the 2023 Grammy Awards, Harry Styles took home two titles: Album of the Year and Best Pop Vocal Album.

From his songs, the one I’d like to recommend as the perfect companion for a long-weekend drive date is “As It Was.” Its lyrics are wonderfully romantic, singing about a fateful encounter.

The sound has a nice sense of momentum, too, making it feel great to listen to with the wind in your hair.

Of course, it’s not just for drives—do give it a spin in other moments as well.

Sunday MorningMaroon 5

A gem of a ballad by Maroon 5 that captures a gentle moment of love set against a Sunday morning filled with the soft sound of rain.

Featured on the album “Songs About Jane,” released in 2002 by the quintessential American pop-rock band, it was issued as the fourth single in December 2004.

Also included on the U.S.

soundtrack of the film “Love Actually,” the song masterfully blends elements of jazz and R&B, harmonizing a soothing melody with Adam Levine’s deeply expressive vocals.

It celebrates the preciousness of quiet time spent with a lover amid busy days, making it a perfect track for a leisurely weekend morning or as relaxing background music to share with someone special.

I Ain’t WorriedOneRepublic

OneRepublic – I Ain’t Worried (From “Top Gun: Maverick”) [Official Music Video]
I Ain’t WorriedOneRepublic

This upbeat track, known for its cheerful whistling melody, was released by American band OneRepublic in May 2022.

Written specifically for the soundtrack of the film Top Gun: Maverick, it delivers a message—set to breezy dance-pop—about the importance of keeping your head up and moving forward in the face of challenges.

Earning high praise worldwide, including reaching No.

6 on the U.S.

Billboard chart, the song celebrates an optimistic approach to life and the value of holding on to your dreams.

Frontman Ryan Tedder drew inspiration from the movie’s beach scene when creating it.

It’s a perfect song for moments when you want to feel a sense of freedom, like on a holiday drive or during outdoor activities.

Please Please PleaseSabrina Carpenter

A country-tinged track from American artist Sabrina Carpenter wrapped in a disco-pop vibe.

With ironic lyrics, it brilliantly captures the complexities of love.

While worrying about her partner’s actions, the protagonist’s sensitivity and concern for appearances are conveyed through Sabrina’s warm vocals, offering comfort to listeners.

Released in June 2024 and nominated for the Grammy Award for Song of the Year, the track appears on the album “Short n’ Sweet.” It became Sabrina’s first No.

1 on the Billboard Hot 100 and topped charts in countries around the world, including Australia and the UK.

The music video features her real-life boyfriend, actor Barry Keoghan, and unfolds in a way that evokes Bonnie and Clyde.

It’s a perfect recommendation for May, when you’re settling into a new routine yet carrying a small doubt in your heart.

Good Luck, Babe!Chappell Roan

Chappell Roan – “Good Luck, Babe!” (Live From The 2024 MTV VMAs)
Good Luck, Babe!Chappell Roan

This is a heart-stirring pop number by American artist Chappell Roan, woven from her own experiences.

With a wistful yet steadfast voice, she powerfully conveys hidden feelings and the struggle for identity.

Released in April 2024, this gem portrays the complexities of love from a queer perspective.

It’s packed with new facets of an artist who also received high acclaim for the album “The Rise and Fall of a Midwest Princess.” Its powerful melodies and resonant lyrics evoke universal empathy as a story of heartbreak, regret, and self-discovery that anyone can relate to.

Perfect for a Golden Week drive or spending time with someone special.

It also works beautifully as an uplifting song to gently encourage those feeling anxious in a new environment.