Entire Vince Guaraldi Charlie Brown album.
December by George Winston.
Judy Garland’s recording of Have Yourself a Merry Little Christmas for ultimate melancholy Christmas feelings.
The Christmas Song by Nat King Cole.
Sweet Little Jesus Boy by Larnelle Harris.
I like most recordings of “I Heard the Bells on Christmas Day”
It is meta but I never get tired of the theme from Home Alone “Somewhere in My Memory”
