I believe that Oberlin and Wes get a lot of overlapping applications. I really don’t know what “preppie vibe” means, but there are differences in size and location that seem to me to be a lot more significant. If your concern is about finding your tribe, I think you won’t have a problem at any of them. I’d think more about what you want to study and what resources the school offers. I don’t know about the others, but Oberlin takes a lot of transfers, so from that standpoint it might be easier to integrate.