It will be a good day, the Skipton cycling club are a friendly bunch. Its actually not that hilly especially for round these parts they could have made it far worse.
I have cycled all the roads many times, by far the hardest hill is the one out of Settle which depending on which way you leave the town will take you up a short cobbled section first, then a hard climb out. The good news is the first half mile is by far the hardest then it eases up a bit. At the top you will see open countryside, make sure you stop and take some pictures of the Highland Cattle at the top, they are usually on or right by the road, but the number of cyclists may force them to retreat somewhat tomorrow.
Good luck and enjoy.