OnTheFlipsideMusic's 25 Days of Christmas Playlist

By Jessica Klausing

Merry Christmas!

It’s time to deck the halls again, and what better way to get into the holiday spirit than with music! Whether you prefer the good old fashioned classics or the modern hits, we’ve curated a holiday playlist that offers a little something for everyone. 

In no particular order here are our 25 Days of Christmas playlist:

  1. “A Marshmallow World” - Dean Martin

Even though the song about the winter landscape, it’s still considered one of the Christmas classics. The lyrics compare the snowfall to marshmallows covering the ground along with other dessert-like metaphors making this a holiday comfort song.

2. “All I Want for Christmas is You” - Mariah Carey

Holiday retail workers either love this song or loathe it with a passion! It’s a cheerful melody, but Mariah’s pitch perfect high notes are the real stand out on this track.

3. “Merry Christmas, Happy Holidays” - *NSYNC

This is the quintessential feel-good modern day Christmas song. With catchy bubblegum pop lyrics like “It’s a wonderful feeling/feel the love in the room/from the floor to the ceiling,” it’s guaranteed to put any Scrooge in the Christmas spirit.

4. “Rockin’ Around the Christmas Tree” - Brenda Lee

This classic is a must for any Christmas party playlist! The lyrics and melody are catchy, but the best part is when the beat stops on “Voices singing, let’s be jolly/Deck the halls with boughs of holly.”

5. “A Holly Jolly Christmas” - Alan Jackson

This is another popular Christmas classic. Alan Jackson’s honky tonk rendition gives it a small town country feel.

6. “This Christmas” - Joe

Grammy-nominated singer-songwriter Joe delivers with this sultry, R&B melodic Christmas hit. It’s another highly recommended one to liven up the holiday party.

7. “Sleigh Ride” - TLC

TLC took a classic and re-worked it into a fun-filled festive R&B ditty with new lyrical hooks, playful banter, and of course, an epic rap from Lisa “Left Eye” Lopes.

8. “Have Yourself a Merry Little Christmas” - Michael Bublé

Michael Bublé’s warm vocals give all the cozy vibes. This is one to listen to snuggled up by the fireplace with a cup of hot cocoa.

9. “It’s Beginning to Look a Lot Like Christmas” - Bing Crosby

It’s not a true Christmas playlist without Bing Crosby. While this is another popular classic covered by many artists, there’s just something special and nostalgic about listening to Bing regale about a town getting ready for Christmas.

10.  “O Holy Night” - Carrie Underwood

A beautiful Christmas hymn performed by one of the most iconic voices in Country music.

11. “Santa Claus is Comin’ to Town” - Bruce Springsteen

The Boss captures the rock ‘n roll spirit with this energetic rollicking rendition.

12. “Blue Christmas” - Elvis Presley

Christmas music and The King of Rock ‘N Roll go together like peanut butter and bananas. Elvis will tug on your heartstrings with this sentimental ballad. However, if you’re looking for a good laugh, the Porky Pig version is definitely worth a listen!

13. “My Only Wish (This Year)” - Britney Spears

Britney charms her way into our hearts with this sweet song that’s filled with catchy wholesome lyrics and a bouncy pop melody.

14. “Christmas Time” - Backstreet Boys

Perhaps the most gorgeous harmonies featured on a modern pop Christmas song.

15. “Wonderful Christmastime” - Paul McCartney

Paul’s cheery spirit is quite infectious on this one! It’s hard to resist singing and bouncing along to the beat.

16. “Happy Xmas (War is Over)” - John Lennon, Yoko Ono, and The Plastic Ono Band

Recorded as a protest against the Vietnam War, “Happy Xmas (War is Over)” has become a Christmas song standard. 

17. “Winter Wonderland” - Alexander O’Neal

Reaching #54 on the Top R&B/Hip Hop Albums, Alexander O’ Neal dazzles with his soulful rendition of this timeless classic.

18. “Christmas Time is Here” - Vince Guaraldi Trio

Famously known as the opening theme in A Charlie Brown Christmas, this comforting classic brings a smile to all ages.

19. “Zat You, Santa Claus?” - Louis Armstrong

 An underrated swingin’ holiday tune with all the Creole Jazz goodness. 

20. “Mary, Did You Know?” - CeeLo Green

This one is a real tearjerker! CeeLo delivers a beautiful, heartfelt performance that embodies the true meaning of Christmas.

21. “Run Rudolph Run” - Chuck Berry

A fun, high energy performance by the Father of Rock ‘N Roll.

22. “Please Come Home for Christmas” - The Eagles

Only The Eagles can take a bittersweet song about spending Christmas alone and turn it into a beautiful rockin’ masterpiece with a wailing guitar.

23. “Christmas in Dixie” - Alabama

This country song is a celebration of Christmas in the southern American states.

24. “Step Into Christmas” - Elton John

Elton brings the Christmas spirit with ringing bells, angelic choirs, and lots of high energy!

25. “Christmas Vacation” - Mavis Staples

As featured on National Lampoon’s Christmas Vacation, it’s a holiday banger that will easily get stuck in your head.

Follow and listen to the OnTheFlipsideMusic’s 25 Days of Christmas Playlist on Amazon Music!

VoyageLA interview with Jessica Klausing

Jessica Klausing photo by SAW Photography.

Jessica Klausing photo by SAW Photography.

Words cannot express my sincerest gratitude. Thank you VoyageLA for taking the time to chat with me about my music blog. I am deeply humbled by all of the support! Thank you to all of the readers, contributors, music artists, and music professionals that have helped On The Flipside Music become what it is today. 

Check out the full INTERVIEW.

 

Contributed by VoyageLA Staff

Today we’d like to introduce you to Jessica Klausing.

Jessica, please share your story with us. How did you get to where you are today?

I have had a passion for music and writing from an early age. I did not officially combine the two until my sophomore year at the University of West Georgia in Carrollton, GA. I was skimming through some magazines at this local music store where I used to take guitar lessons and just thought, “I want to write about music. This is what I want to do with my life.” I went home and contacted every music magazine on that magazine stand. I had one that offered me a guest writer slot.

My job was to write about the different guitar recording techniques used in professional studios. For the record, I did not know anything about recording or mixing music whatsoever! My work was cut out for me, but I was determined. I spent countless hours at the campus library (we had a really bad internet connection at home!) researching anything I could find about recording guitars. I interviewed guitar players and visited actual recording studios. A few months later my first music article was published in Recording Magazine, and that opened the door to more publication offers for me.

I initially created my music blog for a class project. I was so focused on writing for print publications that I never considered blogging. The idea came about from some friends overseas – they wanted to read my music articles but could not find those magazines. I posted my articles on that blog to share with them. I love talking about music and sharing it with others. I’m always eager to hear music recommendations from others too! The blog was an easy way to connect and share with a broader audience.

In 2013, I moved to Los Angeles to fully immerse myself in the music industry. I worked night shift full time at a television company just to be able to do unpaid internships for various record labels and PR companies during the day. It was rough! I was exhausted and frustrated but refused to give up. I thought about my music blog and remembered why I moved here in the first place. I started to put the focus back on my blog – my passion. I am blessed today to be able to work with some of the most incredible people in the music industry.

Great, so let’s dig a little deeper into the story – has it been an easy path overall and if not, what were the challenges you’ve had to overcome?


It has been more like a rollercoaster. There are days when I go through writer’s block and struggle to find the desire to write or post anything. I’m my own competitive rival. I always challenge and put pressure on myself to write better than my last article. Writing can be a daunting chore but after finishing an article, I’m inspired to want to write more.

I would say the biggest obstacle is marketing. There are so many amazing music blogs out there that it can be quite challenging to stay relevant on social media. I run and manage my blog and the social media accounts all by myself, so that can be overwhelming when I’m working on multiple projects.

I don’t have a set social media schedule. I just post whenever I feel inspired. It’s a good idea to unplug from the digital world every now and then! A little break helps the creative process. Overall, I do think it’s important to just post for you. Don’t try to do what everyone else is doing just for the followers. Share what makes you happy.

Alright – so let’s talk business. Tell us about On The Flipside Music – what should we know?


I use my blog to help promote upcoming Los Angeles music artists and professionals.

Living in Los Angeles has opened my eyes and ears to so much musical talent! I’m a big supporter of live music. Records will always be special, but to me, the magic happens on stage.

There is no greater pleasure than watching an artist bare his or her soul to the world. I love getting out discovering new music. I strive to introduce the newer music as well as re-introduce some old favorites too. Music never goes out of style. If it’s something that I love listening to then I just gotta share it with others.

On The Flipside Music has evolved so much over the years. What started as a simple college class project has become a working collaboration. I not only write about and interview artists, but I also help book gigs, promote, and manage artists.

Is there a characteristic or quality that you feel is essential to success?
 

Resilience. The road to success is filled with many unexpected twists and turns. I have had many obstacles try to knock me down and keep me there. It still happens. The key is to have the confidence within yourself to always persevere.