My kid was accepted to Trinity and in came into serious contention after the accepted student revisit. His interest was economics, and they are quite strong in that area.
The area immediately around the school is not that nice. Otoh, Trinity has done a lot to create opportunities for student in Hartford and in the community and has spun this into a positive. The campus is beautiful, and I recall some stunning dining options!
While DS ultimately ended up elsewhere, he had a friend – middle class AA – who attended and had a great experience. If you are worried about fitting in, I would think about what you like to do for fun and the options for doing that – on any campus. Most people start developing their friend circles through shared activities.
I know far less about Richmond so cannot compare directly.