[2026] A Special Feature on Classic Western Songs to Listen to in December!

If We Make It Through December (Merle Haggard Cover)Phoebe Bridgers

Phoebe Bridgers – If We Make It Through December (Official Audio)

This is a great song to spend December with if you’re in the mood for a gentle winter tune.

Originally released in 1973 by American country musician Merle Haggard, it was covered by Los Angeles–born singer-songwriter Phoebe Bridgers and released as part of a Christmas EP in 2020.

Centered on the theme of unemployment, the song overlays a difficult season with the deepening cold of December.

Yet it’s not purely sad—like the original, it carries a warm, comforting atmosphere, wrapped in her whispery vocals.

Just as winter yields to spring, listening while thinking about the joys the coming year may bring can help lighten your mood.

Spend time with this track, and you may find yourself closing out the year feeling calm and at ease.

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KEI

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Another Lonely ChristmasPrince

Another Lonely Christmas

The legendary American musician Prince.

There aren’t many American musicians who are both widely known and genuinely recognized for their talent.

Prince is one of those rare, truly skilled artists, and his guitar technique is said to be exceptionally high even by global standards.

Although he often gives off a sharp, edgy impression, he actually released a Christmas song as well.

One of his few Christmas tracks is Another Lonely Christmas.

To put the lyrics simply, they portray the feelings of a guy spending Christmas alone (lol).

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Ryo

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I Can See the Sun in Late DecemberRoberta Flack

I Can See the Sun in Late December

This is a masterpiece that brilliantly captures the changing seasons and the hope within life.

Roberta Flack’s gentle yet powerful vocals resonate deeply with listeners.

Included on her 1975 album “Feel Like Makin’ Love,” this piece is notable for its expansive structure that runs nearly 13 minutes.

It’s a soulful ballad infused with jazz and R&B elements, marked by a dramatic progression.

Composed by Stevie Wonder, the song carries a message of finding hope even in difficult times.

When you need courage to face winter’s chill or life’s adversities, give it a listen.

Flack’s warm voice is sure to bring light to your heart.

Christmas In HollisRun-D.M.C.

RUN DMC – Christmas In Hollis (Official HD Video)

Run-D.M.C., famous as pioneers who combined rock and hip-hop.

Back then, in the early days of hip-hop, when many releases—especially from the West Coast—had a tougher, thug vibe, the pop-leaning hip-hop of Run-D.M.C.

really stood out.

They may have also helped boost mainstream recognition.

Their classic Christmas song is “Christmas in Hollis.” Highly recommended for anyone who wants to hear cheerful, pop-infused hip-hop!

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Ryo

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Angel By The WingsSia

Sia – Angel By The Wings (from the movie “The Eagle Huntress”)

A track made memorable by Sia’s vocals, which blend strength and gentleness.

Written specifically for the documentary film The Eagle Huntress, it was released in December 2016.

True to Sia’s style, it carries an inspiring message that resonates deeply with listeners.

Featuring a grand sound and powerful vocals, it reminds us of the importance of believing in our own strength.

With a warmth that seems to make you forget the winter chill, it will warm your heart even on cold days.

Highly recommended when you need the courage to face challenges.

SnowmanSia

Sia – Snowman [Official Video]

December is the season when snow flurries fall in some regions.

That’s why I recommend Snowman.

This song was released by Australian singer-songwriter Sia.

It’s an emotionally rich ballad whose lyrics compare a former lover after a breakup to a snowman.

The idea that a snowman will eventually melt away poignantly captures the sadness.

By the way, the music video charmingly depicts interactions between a snowman and a young girl.

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GoodByeSpice Girls

Spice Girls – Goodbye (Official Music Video)

When it comes to winter songs by the Spice Girls, I’d say it’s “Goodbye,” which sings about parting with a lover.

I think many people still love this song even now.

It’s a truly wonderful ballad.

You could say it’s a song that heals a wounded heart.