Help me create a photo portfolio/application

So basically the title says it all, last summer I met this guy named Caleb while I was visiting some friends with my family in NH. Here's his site:

http://www.calebportfolio.com/

He lives in CT and is a professional photographer, every summer he is in charge of running a photo camp paid for by the Greater Hartford Arts Council. He handles applications, and decides who gets in.

I really would love to get in, for many reasons.

First, this is incredible legitimate, while working with the camp, you actually get paid for your shots that they like.
It also is really good exposure, if I do decide to commit to this hobby seriously later in life.

For this program however, you need to create an application, and that is where I run into problems, and why I am coming to you NS. I haven't taken any real, valuable shots that I truly love in a long time. I still remember most of the technicalities, but with this kind of application process, what should I be showing them in terms of photos?

Obviously the first step is to go out and just shoot, but should I go to my local mountain and shoot skiing? Go up north and get some landscape shots of the mountains? (Silly as it sounds) I just don't know what or how to showcase my work.

So help me out here guys? This would mean so much to me if I got accepted.