Stack Overflow frequently gives out swag for contests, such as the Stack Overflow's 10 Million Questions contest. More recently, more contests were organised including Who cut the cheese? and Time for some more swag!, both part of Stack Overflow's 10th anniversary celebrations.
Since this year's Winter Bash fits in nicely with Stack Overflow's 10th anniversary and more swag will probably be given out during January 2019, will there be some kind of award for the top users of this year's Winter Bash?
Since Winter Bash is a Stack Exchange-wide event, all the sites could join in the party & festival too!
And, our network sites do a great job of putting up with Stack Overflow getting all the shiny new stuff initially, so they are getting their fair share of treats at this party.