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Louis Boston in Back Bay. Depending on where you are coming from you may like the Ralph Lauren, Brooks Brothers and Barney's stores near by. They aren't much different or better than anything in other decent size cities, but have a good selection and are better than many of the mall versions out there. If you get over to Cambridge, I have heard good things about Drinkwaters, but have not been.
'Stone Street' in Cambridge.
Time machine?
If you're from NYC, there is NOTHING in Boston worth seeing (except maybe the Andover Shop in Harvard Square). That disclaimer aside, check out:
For "Italiano"/"My shirt buttons cost more than your suit", check out: