Music

Sobbin’ Around the Christmas Tree: The 100 Greatest Sad Holiday Songs

We don’t want to harsh anyone’s Christmas mellow — or marshmallow — by annotating all 100 songs at once. But here are 80 more great ones for you to discover on your own time:

Marvin Gaye, “I Want to Come Home for Christmas”
Dwight Yoakam, “Santa Can’t Stay”
Prince, ”Another Lonely Christmas”
John Prine, ”Christmas in Prison”
The Moonglows, ”Just a Lonely Christmas”
Frank Sinatra, ”Whatever Happened to Christmas”
Phoebe Bridgers, “Christmas Song”
Wes Lachot, “Christmas Is the Only Time I Think of You”
Mike Viola, “Give Me Another Chance for Christmas”
John Denver, ”Please Daddy, Don’t Get Drunk This Christmas”
Material Issue, ”Merry Christmas Will Do”
Sufjan Stevens, “Did I Make You Cry on Christmas Day? (Well You Deserved It)”
Low, ”If You Were Born Today (Song for Baby Jesus)”
Staple Singers, ”Who Took the Merry Out of Christmas?”
Nat King Cole, ”The Little Boy That Santa Claus Forgot”
Ralph Stanley, ”Please Daddy, Don’t Make Us Cry on Christmas Day”
Over the Rhine, ”All I Get for Christmas Is Blue”
The Kinks, “Father Christmas”
Roberta Flack, ”25th of Last December”
Willie Nelson, ”Pretty Paper”
Buck Owens, ”Blue Christmas Lights”
Woody Guthrie, ”1913 Massacre”
Vince Gill, ”It Won’t Be the Same This Year”
Aimee Mann, ”Calling on Mary”
Loretta Lynn, ”Gift of the Blues”
Jim Croce, ”It Doesn’t Have to Be That Way”
Jimmy Witherspoon, ”Oh, How I Hate to See Christmas Come Around”
Chris Isaak, ”Christmas on TV”
Commander Cody, ”Daddy’s Drinking Up Our Christmas”
Emerson Lake and Palmer, ”I Believe in Father Christmas”
Sarah McLachlan, ”Wintersong”
Del McCoury, ”Call Collect on Christmas”
Ernest Tubb, ”I’ll Be Walking the Floor This Christmas”
The Emotions, ”What Do the Lonely Do at Christmas”
The Mighty Mighty Bosstones, ”Xmas Time (It Sure Don’t Feel Like It)”
The Long Blondes, ”Christmas is Canceled”
Pearl Jam, ”Let Me Sleep (It’s Christmas)”
George Jones, ”Lonely Christmas Call”
Loretta Lynn, ”Christmas Without Daddy”
Lyle Lovett, ”Christmas Morning”
Bobby Bare, ”Christmas at the Jersey Lily Lounge”
Ernest Tubb, ”I’m Trimming My Christmas Tree With Teardrops”
Jo Stafford, ”Toyland”
Kitty Wells, ”Christmas Ain’t Like Christmas Anymore”
Burt Bacharach, “The Bell That Couldn’t Jingle”
Aimee Mann & Michael Penn, ”Christmastime”
Buck Owens, ”It’s Christmas Time for Everyone but Me”
Irma Thomas, ”Christmas Without the Creole”
Wes Lachot, ”Christmas Is the Only Time (I Think of You)”
Johnny Paycheck, ”Mommy for Awhile on Christmas Day”
Band Aid, ”Do They Know It’s Christmas”
Toby Keith, ”Santa, I’m Right Here”
Randy Stonehill, ”Christmas at Denny’s”
Jerry Lee Lewis, ”I Can’t Have a Merry Christmas, Mary, Without You”
Sun 60, ”Mary Xmess”
Billy Bob Thornton, ”My Dreams of Christmas”
Saffire and the Uppity Blues Women, ”One Parent Christmas”
Tom Waits, ”Christmas Card From a Hooker in Minneapolis”
They Might Be Giants, ”Santa’s Beard”
Taylor Swift, ”Christmases When You Were Mine”
Marvin Gaye, ”I Want to Come Home for Christmas”
Mary Gauthier, ”Christmas in Paradise”
Mary J. Blige, ”No Happy Holidays”
Trick Daddy, ”Ain’t No Santa”
Randy Newman, ”Christmas in Capetown”
The Be Good Tanyas, ”Rudy”
Everything but the Girl, ”25 December”
Julia Fordham, ”December 24”
The Orioles, ”(It’s Gonna Be a) Lonely Christmas”
Elvis Costello, ”St. Stephen’s Day Murders”
Jackson Browne, ”The Rebel Jesus”
The Whites, ”Christmas Without Mama”
Franki Valli and the Four Seasons, ”Christmas Tears”
Loretta Lynn, ”I Won’t Decorate Your Christmas Tree”
Bob Wills, ”Empty Chair at the Christmas Table”
Billy Idol, ”Yellin’ at the Xmas Tree”
Kelly Willis & Bruce Robison, ”Shut In at Christmas”
Timbuk 3, ”All I Want For Christmas (Is World Peace)”
Ernest Tubb, ”Christmas Is Just Another Lonely Day”
William S. Burroughs, ”A Junky’s Christmas”
Johnny and Jon, ”Christmas in Vietnam”
Simon and Garfunkel, ”7 O’Clock News/Silent Night”
John Prine, ”All the Best”

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