That sounds like a great ride. 3 loops and you can stop at the end of any of them. But definitely try the hill. What if you walk or take a rest?-----bet you won't be the only one.

Only thing about your first attempt at a hill like this- Take it slow and keep going. And I do mean slow- NO attacking it--till you find that you enjoy it. Then forget the rest of the loops and just do this one again-----And again----And Again

Have fun.

I did Ventoux 1 year after starting road biking. 7.5% for 13 miles. I did a bit of training but not much- just my normal riding. It was long but barring a couple of places where I had to put in effort- it was easy. Just take the I-Pod with you as long hills get boring. And take enough water too and a couple of Gels or your favourite energy food. (Fig Newtons work for me)

Pics will be required of you at the top so take the camera.