I've been into very basic photography for a couple years now.
Your first question regarding the pitch of a trail, well, I think is kind of impossible. I ran into the same thing mountain biking. A trail never looked as technical or steep on film as it did in real life. I think it has to do with factors like balance receptaion and depth perception, things out of our control when it comes to photography. Here are some mtb examples from Killington:
This pic is off of Ramshead. Very steep, very technical. I think I rode it cleanly once the whole weekend, after several, several attempts, and while I'm not an extremely proficient technical rider, I'm certainly above average.
Here's one of me, this was actually a front wheel drop situation. Doesn't look steep at all does it? But kind of judge where my center of gravity is by eye and drop it straight down. It ends up just behind my front wheel which means I was close to going over my handlebars. Which means it is much steeper than it looks.
Here's another nearly endo situation, that does not look very steep. By the way, this picture is in no way an endorsement of ESPN, I have no idea how his shirt ended up so clear like that.
As for the graying... the best I have ever been able to do is open the apeture and go for a slightly longer exposure. A touch over exposed will look normal. Using a clear UV filter helps I've found as well. I've never experimented with tinted filters, those supposedly help in low contrast situations, although when shooting on the snow in such a monochromatic situation, I don't know as though you could pic a color that would be beneficial to filter.
I'll have some skiing shots soon hopefully. I shoot with an older Cannon AE-1. Thinking about upgrading to digital but I might just buy a nicer scanner. The photos on my Zoto site are unclear mostly because I have (or had, actually) a poor quality scanner.