Go for it--with respect to both rides. They're great challenges. The best advice I can give you for the steep stuff is to just be patient with the climbs. Don't hit them too aggressively or you'll poop out. Don't look up or you'll get discouraged. If you have to stop, move right and call out that you're stopping. The Hilly is crowded so you really have to pay attention to everything around you.
Dress in layers. Unless you get a freakishly warm morning, it will be cold at the start, but it could easily warm up quite a bit.
As for the chicken lunch, they do offer PBJ sandwiches, too.
Good luck and have a safe, fun ride!
Live with intention. Walk to the edge. Listen hard. Practice wellness. Play with abandon. Laugh. Choose with no regret. Continue to learn. Appreciate your friends. Do what you love. Live as if this is all there is.
--Mary Anne Radmacher