I'd love to have a good bike for road use here in Pittsburgh as well as having the ability to do a bit (not hardcore) trail riding with it.
The question is.... where do I start?
I want a new bike, something fitted for my size, something solid, something that doesnt require difficult maintenance and something that doesn't break the bank...
Any suggestions?

Second the GF. Even though Trek makes 'em (and when I was hardcore I was prejudiced) I bought a Marlin last year. I don't know what ya mean by 'my size' but if you're big like me The Marlin, a 29er with that goes up to a 23" frame. Go to a decent bike shop and try on different brands and models and find somebody that offers maintenance as part of the deal.