What you see here is tool I'm making to help with my project. That's a plastic putty knife and below that is some felt.
 

I talked to Tony's wife and this is the vinyl wrap she picked out for him from the Cornhole Shop.

These vinyl wraps are a peel-and-stick deal so you need to make sure it's in the right spot when you begin because you only get one shot. What you do is peel back about three or four inches of the backing and then, very carefully, place the wrap at the top making sure everything is even and then slowly work the vinyl (with my custom felt covered plastic putty knife) onto the board.

Once you have those first few inches stuck down, you peel away a few more inches and repeat the process. And if everything goes well, you end up with something like you see below. Now you can see why I have the board raised off the ground because it helps with the last few inches without the ground getting in the way. The last thing I did was trim off the excess vinyl with a razorblade along with cutting the hole as well.
 

My daughter didn't find anything that she liked on that website, but she did find a picture of a something that caught her eye. What she found was a Dodger's theme board so I'll be trying to replicate that for her. Some of the board will have the color blue and white and some will be left natural wood color. And as you can see by all the masking tape, the center is a diamond representing a baseball infield.

I hope I got the proportion correct because it's hard to tell exactly how large or small something is from a picture. However, one thing that should stay the same is the diameter of the hole. With that in mind, I based everything around it (from the picture), so I hope it looks good once I'm finished.
 

Problems

What you see below is a setback because this shouldn't have happened. I was cutting away portions of the masking tape that I didn't need and this happens. Those are two pieces of wood stuck to the tape (on the right) while I was removing it. That just shows you the junk plywood that I'm working with. I had to stop what I was doing, pull away some of the tape and fill those areas. All I can say is...pick your plywood carefully. It's always something....
 

Here's the boards for Tony's birthday present.