I have a few games that I play every December.
It’s typically stuff I grew up with and had memories playing when I was a kid/teen
From December 18-24 I typically play Simpson’s hit and run/road rage, Kirby’s Air Ride, Megaman Anniversary Collection, True Crime New York City, Ultimate Spider-Man and Spider-Man 2 on game cube, and a newer game I would play is watch dogs on Wii U which surprisingly before the shut off would still have people online around that time.
And then From December 15/18-24 I play Metroid Fusion all the way through.
There’s others I try to fit in like Mario galaxy, breath of wild, some of the 2D Mario’s from Wii, etc, but only if I have time lol.