You're in Boston? And can't find a place that sells quality footwear? Wut?
Go to Allen Edmonds website, look at their retailers in your area. Then do the same with Alden (full name: Alden of New England). Likely their retailers will be shoe stores and not just their own brand stores, hit those up. As far as brands go: quality? Allen Edmonds and Alden have your back. You could also source out some Crockett and Jones for that price point (someone else may have to speak to their quality, I'm unfamiliar with their particular processes). For your reference, make sure you know why you're buying quality, or maybe said another way, what quality you're buying. You're buying shoes made of high quality leather that will, with proper care, last literally for decades. Also, the construction allows for recrafting/reconstruction when the soles eventually take their licking or you just want the insole re-done or the leather stretched over the original last. So if you get to looking and you see some other brands you like, make sure you do some research on their recraftability (not a real word) so that you don't just see the price and think "Quality!" These may be things you already know, but in good conscience I wanted to state it outright here.
A few tips on keeping those shoes alive:
Wear one day, let them rest the next, repeat. It's considered a little unhealthy to wear the shoes every day as this tends to not let the leather rest and (with the support of shoe trees) maintain shape.
Clean and condition as needed, many comments have indicated a once a month routine.
Don't wear leather soles in the rain (use Swims top shoes or your older pair).
