I agree with the above statement 100%! Woodland Scenics stuff is really nice, but although there is more research you'd have to do yourself, building your OWN layout even if you built a design that has already been featured in Model Railroader before (101 trackplans book) you'd learn alot more, and pay ALOT less. I was going to do the whole scenic ridge thing too at one time. Don't think it would have been a mistake, but I would be much happier having to put more effort into having something really pretty!...(And of course save lots of money!)
Might I also add, but I'm not too sure if you have any model railroad clubs close to you, but that is an even BETTER way to learn lots of things! I am currently part of one, and its my second so far. I have learned everything from installing decoders, to laying track, and from installing (realistic looking) bridges to operations of really large layouts! Last club charged $50 a year for unlimited access to a HUGE layout! At any rate, if a club of any sort is available to you, you could look into that direction! Personally, I think that was the most product I've EVER got for what most of us would spend on one or two basic structures!
Lastly, if not too much interested in the fellowship of other model railroaders, or you just don't have a club or even a good hobby shop close to you for supplies, then the Scenic Ridge could be a really cool project. Hope this helps! Good luck and keep us posted!
-Rich