I'll be doing this, must get around to entered.
Last weekend I ran around RW with a friend, We went around and did the penunsula which measure 22 miles in total, not sure where the other 4 miles will come from.
Anyway, to answer Q on hillyness, shoes etc. I wore road shoes, they were fine, even in the winter road shoes will be OK but I would prob wear old-ish ones that I didnt mind getting dirty as some was through wooded areas and if there has been rain then the would get dirty!!
Assuming the route is going to be the 22 miles we did plus another 4 from somewhere then it is def not a PB course. My friend was training for L50 and wanted to walk all the hlls, we had quite a lot of walk breaks! We also walked a flat bit cos he was tired, that was prob for a few mins. I think there was one proper steep hill (when I cycled it many years ago most people, but not me, walked with their bikes). The other hills are more shallow and not too long, prob 2-5mins walking for each of them
We were plodding around slowly, around 10-10.30mm when running but with the walking bits our overall av pace was 11.44.
To compare it to a few races as we all rate hills differently depending on what we are used to.
It is hillier than Ashby 20, strafford 20, shakespeare marathon, IOM marathon, I class all of these as hilly but RW is hillier
hope this helps