Quote from retaildaytrader:
The area that you are describing PERFECTLY is Portland, Oregon.
-Transportation- Portland has a light rail system which will take you right from the airport to most anyplace in Portland. In some areas of Portland, you can ride the light rail for free. If you have a bike, you can take that on the light rail train.
- Safety- Right now, every place in America has its share of homeless, bums and street walkers and Portland is no exception. However, Portland is a reasonably safe place and I would say safer then most other cities.
- Getting laid factor- Portland is a very liberal city with sex clubs, strip clubs, etc. Sex is a very liberal open thing in Portland and hooking up should be easier then in other cities. Guys actually drive from Seattle to go to Portland's clubs and bars.
- Relaxation factor- Very relaxed atmosphere. Everyone is fairly nice and accomadating.
- Hiking, etc.- Portland is very connected to nature. I have been to many cities in America and by far this is the easiest one to breath in. They have very strict environmental laws and you see a lot of hybrid cars around. Everyone does their part in keeping it clean. Everyone loves to drive around 4 cylinder cars or hybrids.
- Clean - Portland is so very very clean. It looks like everything is new, but the truth is that everything is kept up very well.
If you want to truly relax then Portland is it...
I lived in Portland for almost 10 years, and loved it there, but you are exaggerating some of these points. Hiking/biking I agree are both awesome there, and the weather in the spring/summer/fall is great usually.
The light rail is not that wonderful and isn't nearly as comprehensive as you are making it sound. It is nice if it happens to line up with where you want to go.
Downtown Portland is overrun with homeless 16-25 year olds these days, but is still reasonably safe. I don't find it particularly clean, but it isn't dirty either really. Average.
I still highly recommend a visit though. If you go make sure you see the Japanese Gardens (if you are at all in to that kind of thing) and Powell's books (the best bookstore I have ever been to, and was at one time the biggest book store in the world I think). Saturday Market downtown is also cool.
Damn, now I miss my bookstore.