But once I got there and compared notes with my prep school friends who were already in their junior year at various big name schools, I realized I had a good thing going and that transferring out wasn't so attractive after all. If I really needed a pedigree later on, I could acquire one in graduate school.
The long answer (?) is that while one half of my family is highly educated, the other half is comprised of tradesmen and small business owners with little formal education. I had a choice--I could have gone to Harvard, had that been my goal. I had all the prerequisites and could have traded on family connections if need be. I had the option, and I opted out. That's a lot easier than standing outside the gates and saying "I don't need this," even though they never would have let me in anyway. I am not that strong.
re: professors
It's much easier to find and get the attention of good professors when you are a big fish in a little pond. They will find you. Obscure departments are better than big name ones, but even a comp-sci department will have plenty to offer once you get past the hazing. At a no-name school, you trade duller classmates for better access to the faculty. There were a few good students at my university to be sure, but outside the upper level and graduate classes, the mediocrity was astounding. At least I didn't go in expecting big things! Elite schools can be really disappointing that way.
re: exciting things
This wasn't my route, but two years at a Jesuit monastery somewhere in Europe could be pretty exciting. You could learn Latin and the local language, work alongside the monks (?), and quiz them on their studies. Philology, the precursor to modern linguistics, is very interesting but has high barriers to entry (multiple classical languages). Fields like that are self-selective.
Italy has lots of small scale yet sophisticated manufacturing, so that would be an obvious direction were you so inclined. Lots of legal hurdles but it can be done. Take that back to college and you'd be in a class by yourself.