"have Yourself a Merry Little Christmas" by Manchester Orchestra

Lean into the sad boy vibes this holiday season with a toned down version of "Have Yourself a Merry Little Christmas" from Manchester Orchestra. The track dials back the nostalgia and focuses solely on the wistful emotions behind the lyrics to the point that it nearly becomes a melancholic lullaby. 

David Bowie and Bing Crosby — “little Drummer Boy/“peace on Earth)”

In 1977, the modern art-rock star and the old-school silky-voiced crooner joined forces in one of the most unexpectedly successful duets of all time. This famed medley of "Little Drummer Boy" and "Peace on Earth" is not only one of Bowie's most commercially successful songs in his storied career, but it marked one of the last vocal recordings Crosby ever made—having been recorded a month before his death.

Al Green and Annie Lennox

Al Green and Annie Lennox – "put a Little Love in Your Heart"The grain of the Reverend Al's voice and the slickness of the Eurythmics singer's belt on this Jackie DeShannon cover make for a glorious combination. (Source:

2. ‘last Christmas’ by Wham!

www.timeout.com)2. ‘last ChA ballad of doomed romance, ‘Last Christmas’ features sleighbells and synths, plus some truly memorable knitwear in the video. But what really sets ‘Last Christmas’ apart is George Michael’s heart-on-sleeve delivery: his genuine heartbreak horror (‘My God! I thought you were someone to rely on’) and wistful, sexy whispers. The words ‘Merry Christmas’ never sounded so sultry. (Source:ristmas’ by Wham!

25. ‘peace on Earth/the Little Drummer Boy’ by Bing Crosby and David Bowie

This surreal encounter on Bing Crosby’s 42nd Christmas Special between The Thin White Duke and the good ol’ boy of American family TV has become the stuff of legend. After Dave mistakes Bing for a butler and Bing jibes at Bowie’s music taste, they launch into a medley of ‘The Little Drummer Boy’ and ‘Peace On Earth.’ The results are... astounding.