If it helps at all, I initially wanted to be closer to home and in a big city (specifically, Boston). However, after visiting Rochester, things completely changed. I loved my experiences up there and knew that was the place I wanted to be. It was a gut feeling more than anything, but I think a lot of it had to do with the students I met. I had a plane flight out of Rochester the day after my interview and I had some time to kill before my flight, so I went back to the medical school and just hung around for awhile. During that time, many current first-years came up to me voluntarily and told me how much they loved going to school there. They talked about how much they enjoyed their fellow classmates and how the atmosphere to learn was wonderful. Students enjoyed helping each other, the faculty and administration were prominently involved in a good way and genuinely cared about the success and happiness of their students. Plus, you can't beat the curriculum.
If you're a city person at heart, then it seems that you probably wouldn't be that happy in Rochester. At the same time, I've just spent a couple weeks in Rochester with my family and fiancee looking for a place to live (we found an awesome house!!) and I was surprised at how nice various parts of the city and surrounding areas are. It's no Chicago obviously, but after living in a couple cities of comparable size, I can definitely say it has more culture than they do.
I suppose the chances for being bored in Rochester on any given free night are greater, but how many free nights are you truly going to have in medical school anyway? To me, how happy I felt at the school itself and not its city became the crucial factor.
Hope at least some of what I said makes sense.
