I am a 4th year at Case, so I did not go through the new basic science curriculum, can't attest to that.
In terms of reputation, Case easily matches Northwestern in name recognition, at least within the medical field. I think where Case falls behind in recognition is as an undergraduate university.
The university has been a leader in medical education. They organ system-based curriculum that many schools use was pioneered in the 1950s at Case...of course, that was 50 years ago, which is why the administration thinks a revamping is in order. The 2008 entering class will be the 3rd class to go through the new curriculum, so likely glaring problems will be fixed...however, it will still be a new system, up to you to decide whether you want to be "guinea pig" or not (some see it as an opportunity to help shape medical education - our committees always have student representation).
One last benefit to Case that I didn't realize when I was applying to medical school...we have a ton of hospitals to rotate through. There are three main hospitals (University, Cleveland Clinic, and MetroHealth - the county hospital), along with two VA sites and numerous community hospitals (5 that I can name off the top of my head). As we are the only medical school in the city, we have a lot of freedom to rotate where we want, especially for electives. Each hospital has its own little niche and own little atmosphere.
As for city life...I admit you can't compare cleveland vs. chicago. However, if you are not interested in night life available 24 hours a day, I think you'll find that Cleveland can hold its own. I'm won't comment on the clubs, but there's quite a music scene (for quite cheap, I am reluctant to spend $30 on a concert anymore), an surprising diversity of restaurants (the newest Iron Chef has his two main restaurants here, one of which has a $5 happy-hour menu), and plenty of art (museums, plays, etc.).
But come see for yourself...I imagine second look weekend will be well-populated by all classes but the third years. 🙂