I have done the St. Louis midnight ramble a couple of times. No problems with neighborhoods (I live in the city - it isn't that bad) = but I caution you to watch for families with young children/riding several people abreast in random motion, middle school aged boys who are unsupervised, and people who have not ridden in years and this is their first time out in a long time etc. In other words - I have found the other people on bikes to be the dangerous part of this ride. As long as you are not bothered by having to really watch for young/medium children - it can be fun. I stopped because I realize it is a family event for a lot of people and I don't particularly have the patience for it.