DH pins logs down both ways depending on the kind of traffic around them. Keeping the pigs from burrowing under the fence he goes along both sides as it is quicker, no need to drill a hole. When he uses them as erosion control/steps he pins outside the downhill side. For something in a using area such as around a patio or raised flowerbed he drills holes. We haven't used anything to mark a riding area yet but would probably drill and punch the pin down a little so there would be no lumps or bumps to fall on.