CFS seems to offer up some blocking working in conjunction with a PNA pattern, so perhaps some early cool shots in the offing. Obviously this doesn't really mean much in terms of winter and if anything, it could be a subtle negative since there is a modest negative correlation with this month and the cold season.
All of that said, October is the first month that usually does offer some viable indicators that have some winter utility.
The MJO is one factor I will be keeping close tabs this month, as @bluewavehas made some pretty astute obs concerning the connection between amplified maritime forcing (phases 4-6) during the month of October and deviation or disconnect from this hostile paradigm during the ensuing cold season (2020-2021, 2021-2022). The recent seasons that had a lower amplitude during this month ended up having a higher amplitude during the winter, which obviously kept the east milder with a greater dearth of a more wintry interlude.