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An Old School Holidays Playlist

An Old School Holidays Playlist

When I think of the holidays, especially Christmas, I always think of my Dad. He has a child-like adoration for the season that I got annoyed with when I was younger, but fully appreciate now. He would always lead the charge at Santa’s Evergreens the day after Thanksgiving, picking out the perfect Fraser Fir or Spruce. We would spend all day decorating the tree until it drooped over with ornate bulbs and old “grunts,” quirky homemade ornaments from my parent’s childhood. We sipped eggnog, congregated around the fire, and kept that gaudy tree up well into January. Through all of that, we were always accompanied by the sweet crooning from the likes of Bing Crosby, Frank Sinatra, and my Dad’s personal favorite, Nat King Cole.

Now that I’m an adult and don’t get to do any of that with my parents anymore, I rely on my favorite songs to transport me back to that magical time. My heart swells when I hear Judy Garland’s rendition of “Have Yourself a Merry Little Christmas” and a smile creeps to my face when Frank Sinatra sings “Let it Snow, Let it Snow, Let it Snow”. Nothing is quite as special, though, as when I hear “The Christmas Song” by Nat King Cole and think of how much my father loves that song, and his unparalleled Christmas spirit.


This mix is sure to bring memories of a sweeter, more carefree time. There’s nothing like enjoying the holidays with some nostalgic tunes to keep you cozy and warm. Here are a few of my old school favorites to keep you festive and happy during this bustling and busy time!

Tweet us @litdarling or comment below with your favorite old school holiday jams!

Katy Hackworthy

Katy is a nature lover born and raised in the land of cheese and beer. On a typical summer morning you can find her strolling around Farmer’s Markets with every intention of buying fresh produce but always leaving with unnecessarily fancy soap and a donut. Brunching is the only sport she participates in, and her grandma is her best friend. Her signature party trick is falling asleep in the recliner before midnight. In her spare time between working as a personal care assistant and studying Creative Writing at the University of WI Eau Claire, she sings her heart out in an A capella choir. She aspires to someday own a bed and breakfast with her mom, and maybe even become the next Amy Poehler (a girl can dream).
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