I have to disagree with Chugach Jon about not chosing family practice. I'm a family practicioner in Chicago, and although I don't live anywhere near a ski town, family practice allows quite a bit of flexibility to chose to do what you want and work the hours you want to. One of the reasons I went into family practice was because of the flexible lifestyle. You can chose to work part-time, full-time, OB/non-OB, hospital or no hospital, more peds, less peds, procedures, etc. You can do a fellowships (sports med, substance abuse, high risk OB, geriatrics to name a few), work in an urgent care center or ER, work in a nursing home, become a hospitalist. There's usually quite a bit of demand for primary care, especially in that relatively rural, undiscovered mountain town you're looking for. The residency is 3 years and not too demanding, except for the intern year. Obviously, your compensation will depend on how much you work and who you work for, but if you live relatively simply, you can manage.
I do agree with Jon in that you should pick something you really enjoy. I couldn't imagine working a job everyday that I didn't like doing. I get the impression that live patient contact is not that important to you if you're thinking about path and rays. If that's so, primary care may not be for you. The advice I give to all medical students before they start their M3 clinical rotations if to go into each rotation with the attitude that that may be the area of medicine you are going to specialize in. Then, you'll put the most into and get the most out of every rotation.
If you have time to read and post on this forum, you must not be studying hard enough. Back to the books for you!