Well Trailboss, it all depends on what you're looking for!
Windsor has a pretty good selection of escorts, both agencies and some great independents. They work exclusively outcall and there are a number of motels that cater to the short stay trade making that quite convenient! Prices tend to be in the same range as Toronto, which is somewhat higher than K-W or London, but not outrageous. A great resource for this can be found at:
http://www.windsorescorts.com/vbulletin/forumdisplay.php?s=&forumid=3
If, however, you're hoping to find incall services or good MP's you're probably going to be disappointed. I don't know if LE keeps a tight grip on this business or what, but it is scarce.
Finally, there is a wide range of strip clubs from the high-end Jason's, Million Dollar and Cheetah's all downtown to Club T'zers in the east end and a few in between, you'll likely find somewhere you'll find comfortable if you'd rather look than touch! (Because there's nothing but air from Windsor dancers).
As one who has also moved from K-W to Windsor (by way of London) I can tell you that you should have lots of fun exploring the possibilities!
Wheezy.