Boston didn't lose dozens and dozens of square miles of historic urban fabric, but like New York, what it
did lose was unique and incomprehensibly awesome.
I figure the buildings in the path of the Central Artery were destined to fall to the wrecking ball eventually--that's downtown Boston, after all. Ditto for much of what was
Scollay Square, from which 20,000 residents were displaced to create the forgettable, brutalist Government Center.
But the wholesale destruction of the West End was not inevitable, and remains an egregious wound that can never be healed. There was nowhere in the US quite like it. Whereas Philadelphia was plotted out in a very non-English grid, Boston was from the start a dense, organic, unplanned, gangly mess akin to the patterns and forms of other English cities. It would have been better to retain more of that urban fabric, since nobody anywhere builds cities like that anymore.