What are my chances of getting into Groton and Middlesex?

Two questions:

  • Where did your brothers go to school and did they like it?

  • Would you be open to attending other schools?

You have said it yourself - the acceptance rates for these two schools are low. Groton in particular probably has one of the lowest acceptance rates of any boarding school (8%-9%) in part because it is the smallest school in the top tier.

As others have said, if you are truly interested in the boarding school experience, then I would cast a wider net.

In my estimation, none of these schools are particularly religious and they all generally welcome students of any faith; I would not be worried about that at all (one person’s opinion). I would again be interested in where your brothers went and whether they (if applicable) felt out of place at a non-Catholic school.

Also, to answer your last question: applying early does not give any measureable advantage.

Best of luck!