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There's a reason why Aspen is probably the most expensive city in America. How many places combine the best of amazingly beautiful wilderness, great skiing, and the same level of culture you'd get in Manhattan. You can go to great restaurants, foreign films, world class music festivals, stores you would find in Paris or London, 100+ bars and five minutes away you can be completely away from it skiing or hiking or mountain biking. I was a ski bum there and I loved it. And, no, I didn't work 3 jobs or live 40 miles away. You can pull it off it you really want to. It is nothing like the other cities you mentioned so I'm not sure what you're looking for but it's an amazing place.
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Aspen is a little of both.
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