Did the section from Port Jervis, NY to Philly last weekend. No problems. The northern section of Old Mine Rd. has a few minor condition issues here and there, but nothing to be worried about. NPS 615 is mostly in great shape. When it ends and you make the left up the relatively short but very steep climb (the sign for Crater Lake made me chuckle) towards Millbrook there are a few more minor condition issues, but again, nothing to worry about. You pick up Old Mine again and it's pretty much smooth sailing to the I-80 walkway.
BTW...This section is gorgeous and, at least when I did it, virtually traffic-free. In the 36 miles between my campground on CR 521 a few miles south of Port Jervis to Worthington State Forest I saw maybe 20 moving motor vehicles at most. Also saw three cyclists, including a couple on a tandem who had started in the Keys and were headed to Maine and then on to Nova Scotia.
On the drive up I took 209 from E. Stroudsburg to Dingman's Bridge. Lots of traffic on the southern end and minimal to no shoulder in places due in part to construction work. 209 is still closed between Dingman's Bridge and Milford, PA, and research indicates that the detour is twisty and very steep in places.