Basic: Help Creating boundaries - Where does one thing end and another begin?

Hey Folks,

First post here. I am a Land FX and overall cad Newbie learning on the fly. I am doing pretty well thanks to the great webinars that are provided.

I am running into a workflow issue at the moment. I am used to working within sketchup and Adobe Illustrator. In these programs I haven't come into the issue and that is what do you do to show where one thing ends and another begins. For example If there is a path going through a lawn would I designate the line work to show the boundary of the lawn or the path? Ideally i want both so I can have closed shapes and generate estimate for both. The solution a friend told me is to have duplicate line work on top of itself and place one set in one layer L-LAWN for example and the other in L-PATH.

Is there afaster way to do this? much of our companies drafting is done first in Sketchup - maybe part of the solution is doing the drafting first in FX cad?

Cheers,
Tom