i lived in durango, colorado. it was very vegan friendly. i have a friend who lives in santa cruz, califonia. she claims it is the most vegan friendly city here in the U.S. well next to san fransico, but that is just up the road from her. (btw, she has travelled most of the U.S.)
India's great for lacto-ovos, but they use a lot of dairy, so it's tough for vegans.
San Fransisco is wonderful, I used to live there, so I visit a lot. I never worry about what to eat. My town (Austin, Texas) isn't as great as San Fransisco, but considering we're stuck in the middle of Texas, it's more than you could ever ask for.
Ithaca, NY (home of Cornell and Ithaca College), is probably one of the most Vegan friendly towns of which I can think. Not only is Cabbagetown restauarnt there (home of the Wings of Life Salad and the Cabbagetown cookbook) as well as Moosewood Restaurant (home of the Moosewood Cookbook series).
Probably most amazing is the Ithaca Farmer's market. Believe it or not, you can get everything from fresh Goat's Milk (they milk the goats by hand) and cheese to many items grown using no fossil feuls (they plow using horses). Organic goes without saying. Veg*n is the norm, although you can by meat that is home raised, slaughtered and dressed (I would eat meat under that set of circumstances).
It's really amazing. AND Ithaca is a really beautiful city, built on the tip of Cayuga lake (one of the five Finger Lakes) and surrounded by gorges and hills (there is a popular bumper sticker that says, "Ithaca Is Gorges". The NY Wine country is all around, and it's great to go to the Farmer's Market and then go wine tasting. Nice place to visit. I spent 18 years there and still go back once in a while.
My brother lives in Hilo, HI, and he says that the Hilo farmer's market is amazing, too.
I live in San Antonio, and Max Power is right. It is the 6th largest city in the country, but there are no Vegan restaurants, and only a couple of health food ones. I rely on Whole Foods and Central Market. Want good Mexican - no problem. Want something Vegan-big problem. It sucks.
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