As the holiday season rolls around, it’s easy to get swept up in the same old playlist of festive tunes. Sure, you’ve got your Mariah Carey and Bing Crosby on repeat, but how about we shake things up a bit? Believe it or not, some of your favorite classic movie stars took a crack at holiday music, and you might’ve completely forgotten about their sparkling contributions. So grab a cup of cocoa, settle in, and let’s reminisce about these charming, often-overlooked holiday gems!

1. Bing Crosby – “Mele Kalikimaka”
Okay, I know what you’re thinking: Bing Crosby? Really? But hear me out. While we all associate him with “White Christmas,” his Hawaiian-inspired track “Mele Kalikimaka” is a delightful twist on holiday music. Recorded in 1949, it’s perfect for those dreaming of a warm-weather Christmas. You can almost feel the sand between your toes as you listen. It’s an upbeat, cheerful reminder that not all holiday tunes need to be about snowflakes and frosty windows.
2. Doris Day – “Here Comes Santa Claus”
Doris Day was the epitome of charm, and her rendition of “Here Comes Santa Claus” is no exception. Her sweet, lilting voice captures the pure joy of the holiday season. Recorded in the early ’60s, it’s a track that feels like a warm hug on a cold winter night. If you haven’t given it a listen in a while, you’re missing out on some serious festive cheer. Plus, who wouldn’t want to hear Doris sing about Santa sliding down the chimney?
3. Nat King Cole – “The Christmas Song”
Nat King Cole’s “The Christmas Song” is probably a bit more familiar, but did you know he recorded several versions? The smooth, velvety tones of his voice make this song the definition of holiday magic. Sure, it’s a classic, but it’s worth revisiting every year. You’ll find yourself dreaming of chestnuts roasting and cozy firesides, and who doesn’t want that vibe during the holidays? Nat’s voice is like a musical mug of hot chocolate.
4. Frank Sinatra – “Have Yourself a Merry Little Christmas”
Ah, Frank Sinatra. The man could make even the most mundane lyrics sound like poetry. His version of “Have Yourself a Merry Little Christmas” is one of those songs that might slip your mind but deserves a spot on your playlist. It’s tender and nostalgic, perfect for those quiet moments when you’re simply reflecting on the season. Whether you’re wrapping gifts or sipping a drink by the fire, Frank’s smooth crooning will elevate the moment.
5. Ella Fitzgerald – “Santa Baby”
You might think of “Santa Baby” as a more modern classic, but Ella Fitzgerald gave it her own jazzy flair back in 1950. It’s playful and fun, showcasing her incredible vocal range. If you think of the song as a cheeky holiday wish list, Ella’s version is the ultimate holiday treat. It’s got that classic jazzy vibe that makes you want to sway while you decorate the tree. Give it a spin and let her charm you all over again!
6. Judy Garland – “Have Yourself a Merry Little Christmas”
Judy Garland’s version of “Have Yourself a Merry Little Christmas” is the original and, let’s be honest, the one that hits the hardest in our feels. Featured in the 1944 film “Meet Me in St. Louis,” her rendition has a bittersweet quality that captures the complexity of the holiday season. It’s perfect for those moments when you’re feeling nostalgic or a bit reflective. Just a heads-up, you might need tissues nearby!
7. Bing Crosby and The Andrews Sisters – “Silent Night”
Last but not least, let’s revisit Bing Crosby, this time with The Andrews Sisters. Their version of “Silent Night” is a harmonious blend of voices that creates a beautiful ambiance for any holiday gathering. Recorded in 1943, it’s one of those songs that can bring a sense of peace and calm to your home. When the holiday chaos kicks in, just press play and let the soothing sounds wash over you. It’s like a gentle reminder to take a moment and breathe.
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