You are looking for a medium size cache easily accessible from the road. There is no need to go onto private property.
Every year I come out to St. Helena to visit family for Thanksgiving and each year I place a geocache. Caches are placed along routes my sister routinely walks with her dog as she looks after them while I am not in town. This year I found this spot in the "forest" of White Sulphur Springs road.
There is a trackable for the first to find.