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I'm not totally sure about ruling out the East coast... I'm talking the North East mostly.

Not that this is really relevant, but you might want to check out Asheville, NC. It's a weird arty city in the vein of SF, Austin, Taos, etc., but it's also only about 45 minutes from Mount Mitchell, the tallest mountain east of the Mississippi, and that seems relevant to your outdoor activities interests. (I personally have no idea about its utility for para/hang-gliding, though.) Of course (and this is the reason it's not really relevant) it's not really close to Boston. I still thought I'd bring it up. Feel free to completely dismiss it.
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Bitt Faulk