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I lived in Portland for 13 years and now live in Vegas/LA for about 8. Like any place there are advantages and disadvantages to any place. I prefer Vegas for the weather. Portland is cold and rainy for over half the year. When its 45 degrees and raining for 6 weeks straight it can get to you. I would much rather deal with heat than that rain.
As for cities there isn't really a comparison. Portland is beautiful and has culture whereas Vegas has very little. Vegas only looks good at night. People in Portland vs Vegas people are also no match. Portland folks are nice and much more progressive if that's your thing. Vegas tends to be white trash and douche bags.
All in all I would still pick Vegas because of the weather. Some people really like the rain and I looked forward to winters in in Portland when the summers were hot. About a month into winter and I was done.
There is no worse day in the world than daylight savings time day where you switch your clocks back in the Fall and it's dark at 4 and raining in Portland. It's just a sign of what you'll be enduring over the next 6 months.
So Vegas weather is better but Portland wins in every other category but weather is a huge thing for me.
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