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The site is http://www.yelp.com/ , and the map feature is accessible at http://www.yelp.com/maptastic .
But you are very right, the geographic information should be better organized and it is getting so.
The intersting consideration, when you consider the several trends are happening at once:
1. Street shopping is coming into its own--stores on streets now command both higher rents and higher sales volume per sq. ft than malls.
2. Long tail markets: the idiosyncratic shop can connect with its market. I recall when I lived in NYC there was a shop called maxilla and mandible that sold skeletons and skulls of different animals (presumably for those who "use antlers in all of their decorating" as the song goes) I can't imagine that shop existing anywhere than NYC (and really hope its closed by now--thought it actually was kind of disgusting)
3. Sustainability: As people strive to connect more, using less they will try to avail themselves of their local markets, stores, shops more and more.
I think all these issues will combine to push for much smarter and geographic context-sensitive information becoming available, and actually being used.
EF: I've been to the loop; a very nice neighborhood it is.
Luis: That's going to be pretty cool when they get it working, although I bet a lot of people will be paranoid about having web sites know their physical location.