Hey Spartan,
I've read some articles (sorry, I don't remember the source) that said that people generally push themselves harder when they are running on the road as opposed to the treadmill (i.e. they run faster and longer). I would say that in my experience this is true.
Plus, I think getting outside is very good for your spirit, and you get to know the neighborhood around you and such.
In the summer I generally go running outside, but in the winter when it is cold and snowy I usually go to the gym and use their machines. Although I do know some hard core people who run outside no matter what the weather is.
I say if you feel better running outside than on the treadmill, just do what your body likes.
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