20 Old-School Christmas Songs That Still Make the Season Merry and Bright

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Christmas music has this magical way of bringing the past and present together. It’s timeless, don’t you think? 

Even as the years go by and music styles change, there are those classic Christmas tunes that still make us smile the moment they start playing. 

They’re the songs that feel like a warm hug or the familiar scent of pine and cinnamon filling the house. 

Every time I hear them, it’s like Christmas all over again, no matter the season.

I can’t even count how many times I’ve hit repeat on these songs over the years. 

Each one just brings so much joy—it’s impossible not to feel your mood lift the moment you hear that first note. 

So, if you’re looking to add a little old-school holiday magic to your playlist, these are the best Christmas classics to get you in the spirit.

And, here’s a list to the Spotify playlist with all the songs in this post plus some favorites that I absolutely love!


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1. All I Want for Christmas Is You – Mariah Carey

The holiday season feels incomplete without Mariah’s cheerful anthem.

This song is so infectious that it instantly fills the room with Christmas spirit. It’s like Mariah bottled up pure holiday joy.

2. Last Christmas – Wham!

George Michael’s vocals mixed with a hint of ‘80s synth make this one a bittersweet holiday classic.

It’s perfect for cozy nights, because it let’s a bit of romance (or nostalgia) settle in with the season.

3. White Christmas – Bing Crosby

Bing Crosby’s velvety voice in White Christmas is pure nostalgia.

This song just transports me to a snow-covered wonderland, even if it’s just in my mind.

4. Feliz Navidad – José Feliciano

This cheerful tune brings a lively Latin vibe to any holiday gathering.

It’s the perfect way to keep things merry and bring everyone together, no matter what language they speak.

5. Rockin’ Around the Christmas Tree – Brenda Lee

Brenda Lee recorded this at only 13, but it’s now a staple.

It’s upbeat, fun, and brings that classic rock-and-roll flair that makes any Christmas gathering feel like a festive party.

6. It’s Beginning to Look a Lot Like Christmas – Michael Bublé

Bublé’s voice is basically synonymous with Christmas now, and this classic track feels like a warm holiday hug.

It’s absolutely perfect for setting the holiday tone.

7. Santa Claus Is Comin’ to Town – Bruce Springsteen

Bruce brings a rock vibe to this tune.

The Boss’s version feels like he’s rallying everyone for some Christmas fun, and it’s great for cranking up the holiday energy.

8. Blue Christmas – Elvis Presley

Elvis’s Blue Christmas adds a little soulful charm.

With his signature voice, it’s a mellow choice that hits just right when you’re in a more reflective holiday mood.

9. Do They Know It’s Christmas? – Band Aid

This iconic charity single was a massive hit in the ‘80s, and even now, it always reminds me of the importance of spreading goodwill and helping those in need during the season.

10. Happy Xmas (War is Over) – John Lennon & Yoko Ono

This song carries a powerful message of peace and love that feels especially meaningful during the holidays.

With Lennon’s gentle voice and that choir of kids, it really shows us what the season is all about.

11. The Christmas Song – Nat King Cole

Known for the line chestnuts roasting on an open fire, Nat King Cole’s version is just timeless.

His smooth voice and the gentle melody make this one feel like a cozy fireside chat.

12. Wonderful Christmastime – Paul McCartney

McCartney’s upbeat tune is cheerful and easygoing, which is perfect for any holiday gathering.

It has this laid-back vibe that reminds me of simply enjoying the season with loved ones.

13. Sleigh Ride – The Ronettes

This version has such a joyful, lively energy that it instantly gets you in the holiday mood.

The Ronettes’ classic ‘60s sound makes it a fun choice for decorating or even a spontaneous dance-off.

14. Carol of the Bells – Trans-Siberian Orchestra

This orchestral rock take on Carol of the Bells is intense, dramatic, and feels like a mini-Christmas adventure.

It’s a thrilling piece that brings something extra to the holiday season.

15. Merry Christmas, Darling – The Carpenters

Karen Carpenter’s soothing voice adds warmth to this song, which makes it perfect for quiet moments.

It’s like a gentle hug of a song, especially if you’re spending the holiday away from loved ones.

16. Rudolph the Red-Nosed Reindeer – Gene Autry

This one is a classic for kids and the young at heart. Gene Autry’s playful rendition brings back memories of childhood Christmases and all those holiday TV specials.

17. Little Drummer Boy/Peace on Earth – Bing Crosby & David Bowie

This duet is a unique blend of two incredible voices.

Their harmonies create a solemn, heartfelt atmosphere that feels like an emotional celebration of peace.

18. Have Yourself a Merry Little Christmas – Judy Garland

Garland’s version is nostalgic and heartfelt, as it captures both the warmth and wistfulness of the season.

This is perfect for those quiet, reflective moments with a warm cup of cocoa.

19. Christmas (Baby Please Come Home) – Darlene Love

Darlene’s powerful vocals make this song both joyful and moving.

It’s got all the holiday bells and cheer, mixed with a touch of longing, and that combo just feels magical.

20. Silver Bells – Dean Martin

Dean Martin’s deep, smooth voice gives this classic a cozy, familiar feel.

It’s like taking a stroll through a snow-dusted city, lights twinkling around you, with that hint of holiday magic.


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So there you have it—a playlist of timeless Christmas classics that’ll make any holiday gathering a little more special. 

These songs have been around for decades, yet somehow, they still feel just as magical every time I play them. 

So, pour yourself some hot cocoa, hit play, and let these tunes bring a little extra joy to your holiday season!

Preye

Hi! I'm Preye ("pre" as in "prepare" and "ye" as in "Kanye"), and I am a lifelong book lover who enjoys talking about books and sharing bits and pieces of all the fascinating things I come across. I love books so much that I decided to become a developmental editor, and right now, I work with authors to help them tell their stories better. On this blog, I share everything from book recommendations to book reviews and writing tips, so feel free to stop by anytime you like!

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