Take a trip down memory lane with this enchanting oldies Christmas playlist! Featuring timeless hits from the golden era, these songs bring the magic of the holidays to life with vintage charm and warmth. Whether you’re decorating the tree, enjoying a cup of cocoa, or reminiscing about treasured holiday moments, this playlist is the perfect soundtrack.
- Rockin’ Around The Christmas Tree – Brenda Lee
- Rudolph the Red-Nosed Reindeer – Gene Autry
- Santa Claus Is Coming To Town – Frank Sinatra
- O Holy Night – Bing Crosby
- The Christmas Song – Nat King Cole
- Holly Jolly Christmas – Burl Ives
- Blue Winter – Connie Francis
- Caroling, Caroling – Nat King Cole
- It’s Beginning To Look A Lot Like Christmas – Bing Crosby
- I’ll Be Home For Christmas – Frank Sinatra
- Mary’s Boy Child – Harry Belafonte
- The Happiest Christmas Tree – Nat King Cole
- Silver Bells – Dean Marting
- Merry Christmas Baby – Otis Redding
- Let It Snow! Let It Snow! Let It Snow! – Dean Martin
- Have Yourself A Merry Little Christmas – Fran Sinatra
- Blue Christmas – Elvis Presley
- It’s the Most Wonderful Time of the Year – Andy Williams
- Jingle Bell Rock – Brenda Lee
- Sleigh Ride – The Ronettes
- Happy Holiday/The Holiday Season – Andy Williams
- The First Noel – Frank Sinatra
- Winter Wonderland – Johnny Mathis
- Deck The Halls – Bing Crosby
- Ring Christmas Bells – Ray Conniff
- Christmas (Baby Please Come Home) – Darlene Love
- Here Comes Santa Claus – Gene Autry
- Someday At Christmas – Stevie Wonder
- We Wish You The Merriest – Frank Sinatra
- A Marshmallow World – Dean Martin
- Mele Kalikimaka (Merry Christmas) – Bing Crosby
- Frosty The Snowman – The Ronettes
- Run Rudolph Run – Chuck Berry
- Jolly Old St. Nicholas/The Little Drummer Boy – Ray Conniff
- If Every Day Was Like Christmas – Elvis Presley
Did you enjoy this playlist? Be sure to check out our other playlists!