No discussion of bad urban design in Boston (or anywhere for that matter) is complete without mentioning the govt ctr garage that decapitates the Bulfinch Triangle from the rest of the city. Although being in the corkscrew parking ramp on a rainy day is quite an amazing thing.... like the Generalife gardens or something, such wonderful water play.
The Hurley building itself I don't find nearly as appalling as I do the disdain shown for the public by whoever is in charge there. That that plaza is a parking lot, supposedly for employees (who have been working much more on weekends and evenings since the Celtics improved) and allowed to crumble is just sad. And I don't think its a post-9/11 security default excuse either, a good wind will blow that thing over. Even the sidewalks around it are just parking spaces and construction yards. It infuriates me every time I go past it, which is nearly every day.