Here are 73 years of playlists, each consisting of popular Christmas songs or singers from different decades that I have celebrated Christmas. I have tucked some fun Canadian Christmas songs in too. Have a lot of fun making your own memorable play lists- Feel free to mix and match or customize these playlists.
What songs are missing off my lists that you will have on yours? (mention in the Comments section below-- thanks! and have a Merry Christmas!)
1950-1960 Playlist:
"Rockin' Around the Christmas Tree" by Brenda Lee (1958)
"Jingle Bell Rock" by Bobby Helms (1957)
"White Christmas" by Bing Crosby (1942, but remained popular in the 1950s)
"Rudolph the Red-Nosed Reindeer" by Gene Autry (1949, but popularized in the 1950s)
"Santa Claus Is Coming to Town" by Frank Sinatra (1957)
"Ave Maria" by Perry Como (1957)
"Mary's Boy Child" by Harry Belafonte (1956)
"Blue Christmas" by Elvis (1957)
1961-1970 Playlist:
"The Little Drummer Boy" by Harry Simeone Chorale (1963)
"Feliz Navidad" by José Feliciano (1970)
"Do You Hear What I Hear?" by Bing Crosby (1962)
"Winter Wonderland" by Dean Martin (1966)
"Christmas (Baby Please Come Home)" by Darlene Love (1963)
"Snoopy's Christmas Song" (Christmas Bells oh Christmas Bells) (1967)
"A Song for a Winter's Night" by Gordon Lightfoot (1967)
"I Wonder As I Wander" by Barbra Streisand (1967)
"River" by Joni Mitchell (1970)
"The Holly Tree" by the Clancy Brothers (Traditional- 1969)
1971-1980 Playlist:
"Happy Xmas (War Is Over)" by John Lennon and Yoko Ono (1971)
"Wonderful Christmastime" by Paul McCartney (1979)
"Danny's Song" by Anne Murray (1972)
"Happy New Year" by ABBA (1980)
"Feliz Navidad" by Boney M. (1978)
"Santa Baby" by Eartha Kitt (1953, but popularized again in the 1980s)
1981-1990 Playlist:
"12 Days of Christmas" Doug and Bob McKenzie (1982)
"Christmas in Hollis" by Run-DMC (1987)
"Do They Know It's Christmas?" by Band Aid (1984)
"Last Christmas" by Wham! (1984)
"Fairytale of "New York" by the Pogues (1987)
NEW: "Fairytale of New York" Funeral Tribute to Shane MacGowan (2023)
"The Huron Carol" with Tom Jackson (1987-current)
"Joe and Mary" by Bryan Adams (1987)
1991-2000 Playlist:
"Jingle Bell Rock" by Mariah Carey (2000)
"Grown-Up Christmas List" by Amy Grant (1990)
"Mary Had A Baby" by Bruce Cockburn (1993)
"This Gift" by 98 Degrees (1999)
"Christmas (Baby Please Come Home)" by Mariah Carey (1994)
"I'll Be Home for Christmas" by *NSYNC (1998)
"Winter Song" by Fernando Ortega (2000)
"Christmas in Killarney" by The Irish Rovers (1999)
2001-2010 Playlist:
"Where Are You Christmas?" by Faith Hill (2000)
"Believe" by Josh Groban (2004)
"My Only Wish (This Year)" by Britney Spears (2000)
"The Polar Express" by Tom Hanks (2004)
"Perfect Christmas Night" by Trans-Siberian Orchestra (2004)
"O Come, O Come Emmanuel" with Enya (2008)
"God Rest Ye Merry Gentlemen/We 3 Kings" Bare Naked Ladies/Sarah Mclachlan (2008)
2011-2020 Playlist:
"Underneath the Tree" by Kelly Clarkson (2013)
"It's Beginning to Look a Lot Like Christmas" by Michael Bublé (2011)
"Santa Tell Me" by Ariana Grande (2014)
"Mistletoe" by Justin Bieber (2011)
"Mary did you Know?" by Pentatonix (2014)
"This Christmas" by John Legend (2018)
"Christmas the Way I Remember" by The High Kings (2019)
"Must Be Santa" by Bryan Adams (2019)
2021-2023 Playlist:
"Merry Christmas" by Ed Sheeran (2021)
"Christmas Tree Farm" by Taylor Swift (2019, but gained popularity in 2020)
"Santa's Coming For Us" by Sia (2017, but remains popular)
"Under the Mistletoe" by Justin Bieber ft. The Kid LAROI (2021)
"White Christmas Makes Me Blue" by Randy Travis (Remastered 2021)
"It Wasn't His Child" by Trisha Yearwood (2021)
"Jingle Bells Meets Leg Day" (2023, reel https://www.facebook.com/reel/1557040674833178?s=yWDuG2&fs=e&mibextid=Nif5oz ) Anna Lapwood
"The Birth of a King" (2023, Live Concert) Tommee Profitt
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