We tired to do North Black, Black Crescent and South Crescent late season last year. We did it from Bog Dam loop Road. Woods were very open hardwoods almost all the way to the top of North. We avoided the regenerating cuts and stuck to the woods. There is band of Spruce/fir right along the top of the ridge which is fairly open initially. There was some sort of wind event that has occurred recently so there were patches of big blowdown. We followed the ridgeline south and it was bit thicker with occasional blowdown patches. The summit of Black is fairly open woods with a WMNF blazed property line coming in from the East. I expect there is ATV trail quite close to the summit as the ATV park is the east but the walk in from RT110 would be long and dusty. We made it most of the way to South avoiding a few of the puds but ran out of daylight and ended up heading down through mostly open woods once we got past some regenerating cuts that were dense hobblebush. We plan to include South Black Crescent onto a Ice Gulch visit this summer. If you are doing the ridgeline, I think staying just west of the actual ridgeline will avoid the worst blown as it seems to be just at the top of the ridgeline.
Overall I expect if you are just doing the main summit its a real easy day. There are views from on the upper slopes looking west back at the Kilkenny's.