The Bolton looks like a better buy with the unique universal table, DRO, and power feed, but the Brimingham seems to follow the more traditional design. It can also go to a much higher speed, whereas the Bolton caps out at 2190rpm. I have only used Bridgeports and some cheap tabletop ones though, so I can't comment on those specific machines.
The DRO is really handy for students; working with dials, especially when working on a lot of holes, is not fun. Even if
you don't need one, the students will thank you.

Are you factoring in tooling costs in the $5000?