My DS got 2 scholarships … Regents (4 years) and Dean’s (2 years)
Question to the experts: can he keep both? or need to choose only one?
You need to ask the school.
One daughter has two merit based scholarships at a different university and is allowed to keep both. However, this will vary according to the terms of the scholarships and the policies of the school.
Regardless, congratulations! It sounds like you son is doing well.
my kid also got both 
they’re merit based not financial so i’m assuming yes we keep both
i was at the honors experience day today and the financial aid person said that they stack.
Got both also.
But they stack only if you are part of the CHC, right? I think they said that was one of the benefits.
I don’t remember them saying that. It was said to only CHC students, but he did not specify that only CHC students can stack two distinguished scholarships. The only thing he said was that there was a maximum of two distinguished scholarships that a student can get and stack.