I rode from Clapham to Skipton last weekend. Surprisingly good nick for the most part, and there hasn’t been that much rain since.
There are some areas I’d be avoiding now, so if you’ve got some idea of a route, I can probably advise you of any problematic bits.
Settle Loop clockwise would be OK apart from the initial climb out of Settle, which is over soon enough, and a short section where you head south to Stockdale Lane – I’d take the extra descent to Langbar Gate down the road a bit then up to Stockdale.
You can construct a smaller loop out of Clapham which would be almost entirely fine via Long Lane, Crummackdale with optional cheeky, then back via Austwick/Feizor. That would probably take you not much more than 2hrs.