10 Classic Holiday Songs to Ring in the Season

As the days grow shorter and the air turns crisp, you and I both know it; the magic of Christmas begins to fill the air.

The scent of freshly baked cookies and pine lingers in the air, mingling with the cheerful hum of carols. It’s a season of togetherness and joy, where hearts grow lighter and the spirit of giving shines brighter.

Whether it’s the laughter of loved ones, the excitement of holiday traditions, or the simple peace of a snowy morning, the end of the year always seems to brim with Christmas wonder and warmth.

And what’s Christmas without music, right? Don’t worry though; we’ve got you covered. If you weren’t in the mood already, sit back and relax.

Without further ado, here are ten Christmas classics guaranteed to get you into the Christmas spirit.

1. You’re a mean one, Mr Grinch - Thurl Ravenscroft 

Kicking off our list is the tongue-in-cheek classic, “You’re a mean one, Mr. Grinch. Originally performed by Thurl Ravenscroft in How the Grinch Stole Christmas! (1966), the song features clever, biting lyrics by Dr. Seuss and a jazzy, mischievous melody.

Each verse paints an increasingly exaggerated picture of the Grinch's nastiness, comparing him to slimy eels, mouldy sandwiches, and a three-decker sauerkraut toadstool sandwich with arsenic sauce.

The playful insults, paired with Ravenscroft's deep, booming voice, resulted in a comedic masterpiece that has become a Christmas staple, and dare we say equally as ubiquitous as the film itself.

2. Feliz Navidad - Jose Feliciano

A bilingual jingle of joyous Christmas cheer, José Feliciano’s “Feliz Navidad” was released in 1970 and instantly became a global favorite.

The song’s simple yet heartfelt lyrics express Feliciano’s wish for a “Merry Christmas” in both Spanish and English, embodying a universal message of love and goodwill, and the upbeat rhythm (driven by acoustic guitar, maracas, and a lively Latin arrangement) captures the spirit of celebration and unity.

Feliciano’s soulful voice adds an inviting charm, making the song both timeless and irresistible with its ability to radiate warmth and festive cheer. 

3. Nat King Cole - The Christmas Song (Merry Christmas to You)

Often referred to as “The Christmas Song,” Nat King Cole’s timeless classic embodies the warmth and elegance of the holiday season.

Written by Mel Tormé and Bob Wells, this lush, jazzy tune opens with the iconic line, “Chestnuts roasting on an open fire.”

Cole’s velvety vocals and the lush orchestral arrangement evoke a cozy fireside atmosphere, brimming with nostalgia and heartfelt cheer.

It’s a tender ode to the season, bridging generations with its comforting melody and universal message of peace and goodwill, and the perfect soundtrack to relax to while you find some respite indoors from the chill of the snow.

4. Santa Clause is Coming to Town - Bruce Springsteen

Bruce Springsteen’s rendition of “Santa Claus is Coming to Town” transforms the holiday classic into a rock ‘n’ roll celebration.

Performed with his E Street Band, Springsteen’s version is filled with infectious energy guaranteed to fill the entire room with Christmas cheer.

This version of the track features lively saxophone riffs, playful call-and-response vocals, and a hearty dose of Springsteen’s iconic and charismatic rasp. The result feels like a live Christmas party, complete with laughter, storytelling, and audience participation.

Springsteen’s jovial take infuses the traditional song with fun and spontaneity, making it a staple of holiday playlists and live performances.

5. White Christmas - Bing Crosby

Bing Crosby’s “White Christmas” is one of those instantly recognizable, classic Christmas masterpieces that have become synonymous with the holiday itself.

Written by Irving Berlin, the song’s dreamy lyrics and Crosby’s soothing baritone vocals evoke images of snow-covered landscapes and heartfelt memories of Christmases past.

First performed in 1941 and featured in the film Holiday Inn, it subsequently became the best-selling single of all time at one point, resonating deeply during World War II as a beacon of comfort and hope.

The understated arrangement and Crosby’s tender delivery make “White Christmas” a perennial classic, capturing the essence of holiday longing and nostalgia.

6. We Wish You a Merry Christmas (Reggae Version) - Jacob Miller and Ray I

For some, the cold of the winter months is the perfect opportunity to escape somewhere warmer. For those who traded the snow for sun and beaches during the holidays, don’t worry; we’ve got you covered too.

Jacob Miller and Ray I do a wonderful job of putting a reggae twist on the traditional holiday classic “We Wish You a Merry Christmas,” infusing it with island vibes and an irresistible groove. Their version combines upbeat rhythms, vibrant horns, and laid-back vocals, creating a festive and sunny holiday mood.

With its infectious energy and Caribbean flair, this rendition transports listeners to a tropical celebration, offering a refreshing take on Christmas music that’s perfect for dancing or simply brightening up the season.

7. Santa Baby - Eartha Kitt

For those feeling a little naughty this holiday season, Eartha Kitt’s “Santa Baby” is a sultry and playful holiday tune that has become a Christmas classic since its release in 1953.

With her signature purr and flirtatious delivery, Kitt cheekily lists a series of extravagant Christmas wishes, from duplexes to rings and yachts.

The jazzy melody, combined with her glamorous and comedic interpretation, gives the song a unique charm. “Santa Baby” stands out as a sassy, tongue-in-cheek anthem that celebrates indulgence with a wink of holiday mischief.

8. Rockin Around the Christmas Tree - Brenda Lee

Brenda Lee’s “Rockin’ Around the Christmas Tree” is a spirited and timeless holiday hit that has been a staple of Christmas get-togethers since its release in 1958.

Featuring Lee’s powerful, youthful voice paired with a lively rockabilly beat and a touch of country twang, the song exudes festive cheer. Its swinging saxophone solo and catchy rhythm invite listeners to dance and celebrate the season, arm in arm.

With its cheerful vibe and enduring popularity, “Rockin’ Around the Christmas Tree” perfectly captures the fun and simple joy of holiday gatherings.

9. Little Saint Nick - Beach Boys 

Santa’s got some new style. Well, according to The Beach Boys classic“Little Saint Nick” at least. “Little Saint Nick” is a surf rock-infused Christmas anthem that combines the holiday spirit with the band’s signature sunny sound.

Released in 1963, the song reimagines Santa Claus as a cool, hot rod-driving figure in his “candy apple red” sleigh. With bright harmonies, jangly guitars, and an infectious beat, the track captures the playful and carefree energy of the season.

Its unique blend of holiday cheer and California vibes makes “Little Saint Nick” a fun and distinctive addition to Christmas playlists.

10. All I Want for Christmas Is You - Mariah Carey

You and I both knew this was gonna be here. No list of Christmas music is complete without the most iconic Christmas song of all time.

Mariah Carey’s “All I Want for Christmas Is You” is an iconic modern holiday classic that has defined the Christmas season since its release in 1994. Built on a foundation of upbeat rhythms, sparkling sleigh bells, and retro-inspired production, the song blends elements of pop, soul, and holiday nostalgia.

Carey’s powerhouse vocals deliver a heartfelt declaration of love, making the track as romantic as it is festive.

Its timeless appeal, infectious energy, and universal message of love have cemented “All I Want for Christmas Is You” as one of the most beloved and enduring holiday songs of all time.

Conclusion:

From timeless classics to modern favorites, Christmas music has a unique way of capturing the joy, nostalgia, and magic of the holiday season. Whether it’s the jazzy mischief of “You’re a Mean One, Mr. Grinch,” the warm embrace of Nat King Cole’s “The Christmas Song,” or the sultry charm of Eartha Kitt’s “Santa Baby,” each song on this list brings its own flavor of festive cheer. These tracks, spanning genres and generations, remind us of the universal themes of love, togetherness, and celebration that make this time of year so special. So whether you’re cozying up by the fire, dancing around the Christmas tree, or dreaming of a tropical escape, there’s a perfect holiday tune to keep the spirit of Christmas alive.