I agree- I really wish there wasn't such a stigma against, as you phrased it, "five-dollar words". I love reading older writing because (maybe without the internet and things like /r/iamverysmart?) they seem drastically less afraid to say exactly what they want to, in the way they want to.
There's also an anachronistic charm to them I guess, but I think the word-choice-freedom is still a big factor.