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These are 25 of the saddest Christmas songs in the modern canon. With themes from war to poverty to breakups to grief, grab your tissues and ice cream and get ready to feel heavy.
- Bing Crosby, “I’ll Be Home for Christmas” (1943) Premise: A soldier stationed abroad during WWII writes a letter to his family imagining what it’d be like if he was able to come home for Christmas.
- Judy Garland, “Have Yourself A Merry Little Christmas” (1944) Premise: This Christmas is bad, and our loved ones are far away, but keep your chin up and try to have a merry Christmas anyway.
- Elvis Presley, “Blue Christmas” (1957) Premise: Simple: the narrator’s sad to be celebrating Christmas without the one he loves. Most devastating lyric: “Decorations of red on a green Christmas tree/Won’t be the same, dear, if you’re not here with me”
- Wham! , “Last Christmas” (1984) Premise: Last year, the narrator got dumped the day after Christmas, and to add insult to injury he has to see his ex again this year.
- Last Christmas” by Wham! : Perhaps the most beloved sad Christmas song is “Last Christmas.” On the track, the singer laments giving his heart to the wrong person last year—and hopes that this year, they choose wiser.
- “Christmas (Baby Please Come Home)” by Darlene Love: If you’re missing someone this holiday season, we’ve got a classic holiday song for you. Despite the upbeat vibe of this tune, “Christmas (Baby Please Come Home)” details the singer reminiscing a person of the past and all the fun they had last Christmas.
- “I’ll Be Home for Christmas” by Bing Crosby: Talk about another emotional Christmas classic! “I’ll Be Home for Christmas” shares the story of someone who can’t make it home for Christmas except for in their dreams.
- Tis The Damn Season” by Taylor Swift: This song from Taylor Swift’s popular 2020 release Evermore describes a connection the narrator has with someone from her hometown.
- “I Want To Come Home For Christmas” by Marvin Gaye. “I Want to Come Home for Christmas” by legendary soul artist Marvin Gaye is a sad and poignant tune that captures the longing to be home for the holidays.
- “I’ll Be Home For Christmas” by Bing Crosby. “I’ll Be Home For Christmas” is a classic Christmas song sung by the legendary Bing Crosby. While it may seem cheerful and heartwarming, the lyrics reveal a more somber and melancholy tone.
- “Christmas Eve Can Kill You” by The Everly Brothers. “Christmas Eve Can Kill You” by The Everly Brothers may not be your typical cheerful holiday song, but it captures the sad reality for some people during Christmas.
- “Every Year, Every Christmas” by Luther Vandross. “Every Year, Every Christmas” by Luther Vandross is a heart-wrenching ballad that captures the pain and loneliness of spending Christmas without a loved one.
- Faith in Santa – Hermann Lammers Meyer. Faith In Santa. A child’s belief in Santa Claus is one of the most innocent and pure things in the world. But as we know as adults, not all kids get the same treatment from the jolly old man as others.
- The Christmas Shoes – NewSong. NewSong - The Christmas Shoes. The Christmas Shoes by Bob Carlisle is a heart-wrenching reminder of what the holiday season is truly about.
- Blue Christmas – Elvis Presley. Elvis Presley - Blue Christmas (Official Audio) We’ll take a break from poverty-stricken children for now to think of a more famous example of a sad Christmas song.
- I’ll Be Home For Christmas – Bing Crosby. Bing Crosby - I'll Be Home For Christmas (Official Music Video) I’ll Be Home For Christmas is a cheerful tune that baits in listeners and then pulls the old switcheroo.
Dec 21, 2018 · Sometimes Christmas songs become so familiar that we can grow immune to their inherent sadness, like with Wham!'s evergreen Last Christmas. But, as we'll find out, it's a crushing song of ...
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Dec 17, 2013 · 1. Hermann Lammers, "Faith In Santa". Graphic By Chris Ritter / BuzzFeed. A homeless kid named Billy finds Santa and asks him if he can go live with Jesus in Heaven where the people are much nicer than the abusive family he ran away from, then dies.