Do emails from schools prior to admission have any significance?

I agree, Westminster and Suffield are both within range and worth looking at, as well as Avon Old Farms (all boys) and Cheshire Academy, to think a bit more broadly. Kingswood-Oxford is a reputable day school in West Hartford. I can’t think of any others without getting into the 60-90 minute range from Hartford, but there may be more day schools.