Chris,
Is this the first time you've allowed them to brumate outdoors?
I may not be telling you what you want to hear because it seems like you've put a lot of work into that so far. I'd be concerned that the plastic garbage can and the PVC liner you have laid out will collect and hold in too much water, as you feared. While living in NJ, I would provide a large pile of leaves and pine needles. The pine needles are a good addition because they seem to make the mixture collapse less throughout the winter. Regardless, I would usually add some leaf litter mid-winter. Overall, the pile stayed about 2 feet high. The soil below had leaves and needles turned into it. In NJ, the turtles would only ever burrow 8 inches at most into the soil below...at an angle. I've recently found that the turtles seem to appreciate logs laid horizontally underneath the compost pile. If you want them to be able to snuggle under something, I'd recommend logs in lieu of something artificial.
I have never made much of an effort constructing a hibernaculum. I simply make a very large pile of compost and make sure that it stays piled high all winter. I have NEVER lost a turtle to brumation, and that includes Florida box turtles about 600 miles north of their native range.
In my humble opinion, keeping box turtles outdoors, outside of their native ranges, through a winter does deserve some extra thought. In their native range, it is usually a piece of cake with a healthy turtle.
Hope this helps. Good luck.