1"Pretty Paper" by Dolly Parton and Willie Nelson
Everyone knows that Dolly Parton and Willie Nelson are the ultimate duo! They come together for what feels like the millionth time for this sweet Christmas melody—but we're definitely not complaining—in fact, we couldn't be more grateful!
2"Tennessee Christmas" by Amy Grant
There's Christmas, then there's a Tennessee Christmas. Amy Grant sings about the beautiful mountainous scenery that may not be covered in large amounts of snow, but is magical nonetheless. Anyone else booking a ticket to the Volunteer State after listening to this one?
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3"'Zat You, Santa Claus?" by Louis Armstrong
We sure hope Santa gave Louis Armstrong some extra presents after he wrote this jazzy tune for him! The lyrics and soulful melody will make it hard for you to want to stay seated.
4"Dominick the Donkey" by Lou Monte
Okay, as cheesy as this one is, it's almost impossible to not belt out those "la la las," when the song gets there. We're sure kids (and adults with young spirits) will be happy to hear this one at any point in the holiday season.
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5"Where Are You Christmas" by Faith Hill
No holiday is complete without watching Dr. Seuss' How The Grinch Stole Christmas! One watch will have you replaying this hit by Faith Hill every free minute in your day.
6"Mistletoe and Wine" by Cliff Richard
"Dreams of Santa, dreams of snow. Fingers numb, faces aglow." Ah, just those lyrics alone are enough to make us feel the spirit! All we need is a mistletoe, a glass of wine, and we're pretty much set!
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7"Merry Christmas Strait to You" by George Strait
The holidays are obviously supposed to be a cheerful time, but that's not necessarily the case for everyone. If you find yourself feeling a bit blue come Christmastime, this upbeat song by George Strait will help you feel a little less alone and hopefully raise your spirits!
8"My Christmas Tree" by The Temptations
No matter how many presents you wake up to under the Christmas tree, the number won't matter as long as you have those you love around you! We're adding this to our playlist for when we need that reminder.
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9"Step Into Christmas" by Elton John
We're *so* ready to step into Christmas with the biggest smiles on our faces! It's all made a little better now that we know that we have Elton John egging us on.
10"Country Christmas" by Loretta Lynn
There's nothing like a good ol' country Christmas! We can already envision the popcorn decorations on the tree, and the talented members of our family bringing out every string instrument they own!
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11"Mary, Did You Know" by Mary J. Blige
Everyone knows this classic, but hearing Mary J. Blige sing it for the first time is an experience that shouldn't be taken for granted! The words sound extra meaningful coming from her soothing voice.
12"Joy to the World" by Aretha Franklin
Thank you, Aretha Franklin, for blessing the world with your take on the this iconic holiday tune! It's the only version we want to play this Christmas.
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13"Little Drummer Boy" by Carrie Underwood
The duet we didn't know we needed! 🥹 Carrie Underwood and young Isaiah Fisher sound amazing (and adorable!) together as they sing a number we're all familiar with.
14"Do You Hear What I Hear?" by Whitney Houston
Do you hear what we hear? It's the sound of Whitney Houston's angelic, powerhouse of a voice! We don't expect to sound as good as her when we belt this out, but we'll sure have fun doing it!
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15"Must Be Santa" by Bob Dylan
We've never wanted to learn how to play an accordion more than after hearing Bob Dylan's catchy song. Does anyone know where we can take lessons?
16"Somewhere in My Memory" by John Williams
Anyone who has seen Home Alone will recognize this one immediately. Ah, we're already feeling overwhelmed with nostalgia!
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17"DJ Play a Christmas Song" by Cher
Leave it to Cher to deliver the most pop-sounding, eccentric Christmas song! Hey, we'll never say no to a little dance party, especially around the holidays!
18"Someday at Christmas" by Stevie Wonder and Andra Day
Whoever decided that Stevie Wonder and Andra Day should sing a Christmas duet together obviously wanted to see us cry! Happy, jolly tears, of course!
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19"My Grown-Up Christmas List" by Natalie Cole
You're never too old to make a Christmas list! Natalie Cole brings adults everywhere to a halt, hitting them right in the heart with these all-too-relatable lyrics.
20"Little Saint Nick" by The Beach Boys
It must be snowing on the beach, because The Beach Boys have us feeling festive and groovy! "Little Saint Nick" is reimagined with an iconic boy-band energy, and we're here for it.

Erin Cavoto is the Editorial Assistant at ThePioneerWoman.com, covering food, holidays, home decor, and more.
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