It’s a decent ride, shouldn’t be bad on the whole but there will be some mucky sections with the rain and snowmelt we’ve had. The final descent into Settle (if you’re doing it anticlockwise), and some sections up on top after the climb up Stockdale.
Personally I’d do it the ‘other way around’ – with the run down Stockdale Lane being the highlight, but others may disagree. Or if you do it the normal way, continue on the Pennine Bridleway a little further north to a final fast and rough descent into Stainforth instead, cross the valley and take the minor road back to Settle.