What sort of clothing?
Polyester shirt, nylon pants or polyester shorts depending on desired degree of leg protection (from ticks and briars)
What type of sleeping bag?
It'll likely be used as a quilt. If the low temps are going to be 60 or higher, just use a light jacket or maybe just rain gear. It will likely be humid. I'm actually considering starting to bring a second shirt and underwear to sleep in because being wet from sweat is a serious barrier to getting a good night's sleep.
Bug gear?
Permethrin pre-treated on clothing and picaridin on exposed skin ('cause I don't like gear-eating DEET). A head net is nice for gnats around camp. I had a swarm intent on swimming in my eyeballs in the Cranberry last May around this time, and it was nice to have a head net. For the open areas of the Sods, you may not need anything.
Bear bag?
Definitely. I see or hear at least one bear every time I'm in WV, and I've seen or heard one in camp at night before bedtime each time I've backpacked there. I'm pretty sure I heard a bear fall or jump out of a tree a few times trying to get my food! They're not like Smokies bears begging for a treat though. They're afraid of people. The Cranberry is a former black bear sanctuary, but no longer due to the healthy, thriving population. Plenty of bears in the Sods too, mostly along the Red Creek and deciduous forest areas near it.
Waterproof hikers or Chacos
Neither. :) Non-waterproof hikers/trail runners. Forced to choose between those two, I'd probably choose the waterproof hikers for rock protection because your feet are going to be wet and muddy the whole time either way. But, if you're not concerned about protection, go with the Chacos.