And minutes away from Concord Academy (which I know wasn’t on your list, but should be from what I’m gleaning) and Groton. Old School New England prep schools, all. And different enough that it would be a good compare and contrast vibe-wise. Groton is more academically intense, so a consideration as you think about the environments you can be your best self in.
I was surprised at how similar the vibes at Andover and Exeter were. Different physically, as Exeter is more compact, but the kids were all similarly bright, shiny, friendly. polished, accomplished and well-spoken. Don’t know Mercersburg, but my sense is it’s different there.
Milton’s got a “Smart-But-Fun” vibe, yet provides all the academic rigor and challenge you can take. Also Greater Boston so can be combined with others there depending on how much time and interest you’ve got.
Anyways, throwing it out there in case any of these descriptors helps cull. You’re right that it’s important to do a tour and get a feel even before revisit.
What are the busy things in your schedule?