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Madison, Wis., was just named most walkable city by some publication but having lived there and Portland, Ore., I'd say Portland is exponentially better.
Asheville is glorious, and I would say you could definitely walk there. It is a very artsy city in most respects as well; it's a lot of fun, and compared to the other places listed here, pretty darned affordable yet still pricier than some other places in the South. It is a beautiful, beautiful city, though.
Ashville is a lovely city and very walkable, but so small I could (and did) walk from one end to the other in about 1/2 hour to 45 minutes. Very artsy and fun though. If one were looking for a small walkable city, that would certainly be one.
Why do people think Boston is good for walking? Don't they know those roads and streets have Boston drivers? In Boston people walk against the lights and drivers go up on the sidewalk to get them if they are just a bit shy. The real locals hide down in the subway and dash across few streets as possible.
Go walking in Boston and you can get very dead. Best put some heavy steel between you and the other idiot, might still get you but have a chance to get him too.
P,sst Boston ain't Best for Nothing. Think people are reading something like travel magazines on airplanes or something.
One place I know that is also off the table is Oil City, PA. Forget bikes, something with four wheels, good motor and brakes. Tho that one girl walking in Oil City with the golden pup did look like one of my old girlfriends, she liked to walk the pup too. But she was sticking to the level patches. The old girl friend only walked in the parks, knew better than to get out on the streets in Boston.
Funny, I've managed to walk around boston just fine on several occasions. Although I do agree, some of the driver there display amazing doses of arrogance and incompetence, not a combination of traits one wants behind the wheel of a car.
In my neck of the woods there's Milwaukee, Madison, Chicago, Minneapolis, and St. Paul.
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