John Cook's Keep Austin Weird Map
In 2004, John Cook won the City of Austin's GIS Day prize with this map of Austin Weirdness.
You can see a larger version on Flickr or download the full-sized PDF.
His weirdness metric was based on addresses from the Chronicle's Best of Austin and (if I remember correctly) the Austin Independent Business Alliance. Note that he included both a heat map and a rating by zip code. I think no one will be surprised that 78704 leads the zip codes!
Thanks to John for letting me post this. There's another Austin GIS Day coming up this Wednesday, November 8.