I'm in three choirs and one and a half bands so performing holiday music starts mid October, but listening to my mom's old CDs while decorating the tree is week of.

For me, after Thanksgiving or on Christmas week

I listen to christmas music (off season) whenever i feel the need to which isnt very often anymore bc im usually obsessed with musicals but i do have a playlist called "christmas in may" from 2021 bc there was one day i just really really wanted christmas songs, i listen whenever i get a song stuck in my head and i just need to hear it