50 Holly Jolly Jams – A Christmas Playlist

Blogmas, Holidays, Treats

A Pretty Simple Christmas Playlist

Christmas Playlist
Let me start by saying I will not apologize for the inclusion of Justin Bieber or Alvin and The Chipmunks! One is a classic and the other is Justin Bieber- both are guilty pleasures. A good Christmas Playlist is a necessity in the final countdown to Christmas. You need Holly Jolly Christmas Jams to sing along to while you’re last minute shopping or road tripping to see family. Here are 50 songs and 3 hours of holiday cheer! 

So Many Choices!

Making this Christmas Playlist was harder than I anticipated. Not for a lack of choices, but because there are so many! Some versions of particular songs are clear winners for me, like Silent Night and Rudolph The Red-Nosed Reindeer– The Temptations win all day, every day, every time. But it took me a good 20 minutes to decide if I wanted Mariah or Christina’s version of O Holy Night. It’s my favorite Christmas song, I love both versions. I was going to include both but I know some people don’t like repeats. In the end, Mariah won. I had a similar dilemma with Mariah and Michael Bublé for Christmas (Baby Please Come Home). Sorry Mariah. 

This Christmas Playlist includes a lot of personal favorites, some classics, and some songs that you may not be familiar with. It’s very R&B/Pop heavy with a side of Bublé because that’s just how I roll. I could have included more, but apparently, Spotify thinks 50 songs a playlist is enough.


I could probably remake half of this Christmas Playlist with the same songs but different artists. What are your favorite versions of some of the songs I picked? I’d love to know. Take a listen and let me know what I missed, I may just have to create a Holly Jolly Jams Part 2!

Oh, if you’re still looking for some holiday shopping inspiration, don’t forget to check out our gift guides. The Wine Gift Guide and Book of the Month ones have some pretty good deals. 

In the words of N*SYNC – Merry Christmas, Happy Holidays!

xo, keanna

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Christmas Playlist 50 Holly Jolly Jams

By Keanna

I'm the crafty half of It's A Pretty Simple Life. I love a quick and easy DIY and live for a good home décor hack. I like to consider myself an amateur wine critic, but professional wine drinker; give me a bottle (or box) of Zinfandel and I'm a happy girl! There's a quote that I love that says "Life is really simple, but we insist on making it complicated". My goal with this blog is to embrace the simple, to focus on the small things that bring a little bit of beauty and joy to an otherwise overwhelming and chaotic life. I hope you stay tuned and come along for the journey! xo, keanna

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