There has to be a very basic rule of common sense here.
Assuming that your planning to make the track roughly level, and assuming that some of the track will be in a cutting, and some will be slightly higher than the general ground level )embankment or raised in some way) then the cutting is unlikely to flood seriously. You might get a bit of water lying in a low spot, if your levels are not spot on, but then it will drain away fairly quickly.
If this doesn't convince, get a length of plastic guttering, without and any end stops, and try and fill it with water

The WWSR is in exactly the same situation, and even though my levels are not perfick, I've never seen any water laying in the cuttings.
Now leaves - well that's another story. I had to buy a garden hoover, of the sort that I had repeatedly and often scorned


I can't find my picture of the general garden layout at the moment, but if you look at the Wild West Sussex RR page of the Garden Railway Club.com you can see the general idea




