As for web development languages / frameworks that are beginner-friendly and well supported, I don't think there's much competition to Rails. However node.js has definitely been gaining momentum recently (would allow the entire app to be coded in javascript :P) and if you go that route definitely check out coffeescript (or even clojurescript, which is what I'm interested in, but that's more of a leap :P).
Personally I'm going to use my next personal side project to learn http://chicagoboss.org :P