I'm in Louisville and I ride when I can. Sometimes to work (downtown), but mostly in the evenings and on the weekends. I'm not doing 30-50 mi rides yet, but I would like to do some long rides. I ride almost exclusively by myself partly because I just don't know too many people to ride with, but mostly because I don't plan rides. I ride when I find time and feel like it. Club rides don't really interest me. I don't like the idea of cycling uniforms and I have no interest in racing.
I live in the Highlands and mostly ride through the neighborhoods, make a round or two through Cherokee Park, and downtown is cool in the evenings. I've been heading out about an hour before dusk and getting back in the dark lately (I recently had a wheel built with a dynamo hub) because it is so hot. I've enjoyed riding at night.
Vic from Vic's Classic Bikes told me that small group rides will be leaving from his shop (new location at 931 Baxter) at 9a on Sundays starting soon.