I've commuted by bike through winter and often just go for a night ride on the road for the hell of it. You'd be surprised how pleasant riding at night can be. I have bright headlights and blinkies which make me look like a circus on wheels. I've found that drivers give me a lot more room than they do during the day. I suspect it is part curiousity and disbelief.
They key is visability. You need to see and be seen. How much of each depends on where you are riding and the traffic patterns.
Yeah, it was pretty nice. Almost peaceful. I wish my light was a little brighter, there are few road lights in my area. Why that is, I don't know. But since I had a good experience, I have less trepidation about venturing out after dark.