This is the first weekend of the seven-week Coffeeneuring Challenge. I’m in this year, as I am most years.
In brief, take one ride a week, at least a couple miles not just up the street, and consume a cup of some beverage – coffee, tea, hot chocolate, whatever. The point is, as the weather cools down, go somewhere purposeful, and not the same place. Get used to riding as the weather turns.
Here’s a message board thread from 2015. https://www.bikepgh.org/message-board/topic/coffeeneuring-2015-october-3-november-21/
Go somewhere, post a photo showing you were there (Twitter is great for this, but whatever floats your boat), and at the end of seven weeks, if you want a nice remembrance of the occasion, send $5 to a lady in Maryland and get a nice patch.