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

I’m With YouAvril Lavigne

Avril Lavigne – I’m With You (Official Video)

This is one of Avril Lavigne’s winter songs, extremely popular among young people.

Although it’s not themed around Christmas, as the title “Together With You” suggests, the lyrics express hopes like wanting to set off somewhere new on a cold night and wanting to change who you are now.

I think it’s recommended for anyone who wants to make a fresh start in the New Year.

Let It SnowFrank Sinatra

Frank Sinatra – Let It Snow! Let It Snow! Let It Snow! (Official Music Video)

The classic “Let It Snow” was composed by Broadway musical composers Jule Styne and Sammy Cahn.

While the original is considered to be the version by baritone Vaughn Monroe, the rendition that’s probably etched into most people’s minds is Frank Sinatra’s, isn’t it? It’s also been covered by major artists like Dean Martin and Carly Simon, so it might be fun to listen and compare the different versions!

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Early Christmas MorningCyndi Lauper

Early Christmas Morning

Cyndi Lauper is an artist’s artist, admired by many fellow musicians.

Because she’s a singer with a distinctive vocal quality, plenty of people may hesitate to try singing her songs, thinking they must be difficult.

That’s why I recommend Early Christmas Morning.

Crafted with a nursery rhyme–like feel reminiscent of a German folk song, this track does include a few high phrases that verge on a shout, but every other line is organized in a way that’s very easy to sing.

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Santa Tell MeAriana Grande

Ariana Grande – Santa Tell Me (Official Video)

Ariana Grande, an artist boasting worldwide popularity thanks to her cute looks and catchy vocals, has been active since the 2010s and has released numerous hit songs.

One of her classic Christmas tracks is Santa Tell Me.

Its poppy melody is reminiscent of Mariah Carey’s Another Lonely Christmas.

Ariana is often called the next Mariah—perhaps she’s consciously drawing inspiration?

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Winter WonderlandChet Baker

Winter Wonderland – Chet Baker & The Lighthouse All-Stars

It’s a popular Christmas song that many of you probably hear often during the holidays.

This time, I’ve shared a performance by the trumpet player Chet Baker, but it’s a classic that has been covered by countless artists.