for me, curves are the deciding fear factor. There is a hill that I go down many times, but it still makes me nervous because there is a curve at the bottom. And, I can't see around it much. But, it's not SO bad.

STRAIGHT hills are much better. I've gone about 30mph or so, but tend to freak if I see debris that I hadn't planned.

If there's another hill right after the first hill, I pedal like a crazy person trying to go as fast as possible so that I don't have to work as hard going up the next hill.

There is a hill nearby that's about a mile long and curves around. Cyclists around here tend to ride to it in order to do hill repeats. We have a bunch of rollers in the area but nothing that would really prepare us in the event of actual hill country. Anyway, going up this hill is tough (I haven't tried it yet.)... but then coming back down, there are a couple curves so you can't see traffic and there's a stop sign right at the base of the hill. The intersecting road is a paved road and while there isn't a high concentration of traffic, there's enough that I would be nervous.

I want to try going up it, and it would be fun going down it... though a bit challenging to navigate.

We'll see.