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Couldn't afford either one, but I'd pick Ashland if I could. I love the OR coast (I know Ashland isn't on the cost, but it's closer than I am now) and I prefer Oregon's overall weather to that of the east coast.
Minneapolis, although they’re both part of the same metro(Tiwn Cities) so I could honestly live in either or.
Denver, CO or Milwaukee, WI?
Denver, CO. Love the mountains.
Waterbury, CT or Charleston, WV
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