I went to a Catholic high school in New England.  Are you familiar with the area?
Well yes, Ive been to Boston which is New England's largest city, I have even been to the capital. 
I've not been to Boston.  What's the capital building like?
Its great, it has a population of 687,584 making it the most populous city in the entire New England region of the northeastern United States.
That's a lot of people.  Boston isn't very big, in terms of physical size, is it?
Boston itself is very large, its just about 90 miles wide. Thats just the city alone. 
Wow, I didn't know it was that big.  How's the food in Boston?
Its pretty great, there are some fancy places near the Atlantic Ocean side of the state, and Long Island even has some great burger places. 
Are there any famous restaurants from Boston?
Im not sure sorry, I know some places ive visited have their own unique slang, like some people call hot dogs sloppy dogs and hot dog sauce is called chilli lol