I wonder if MIT will offer free web development courses. I know Harvard's David Malan offers free online courses (academicearth), but it's mainly PHP. It'd be nice to have a legit Ruby on Rails course.
Unfortunately, not sure if this would happen through MITx. The standard MIT curriculum doesn't have a Ruby on Rails course. It has project classes in which you could choose to develop with Rails, but courses don't really teach languages, save the few intro ones. 6.001 (no longer running) taught Scheme, I believe 6.01 teaches Python, 6.170 "reviewed" Java in 2 courses.
I think courses avoid specific technologies to focus on the concepts behind them.
The current implementation of 6.170 is "build a webapp in python". I seem to recall that they were using Flask, but that might have changed as this is pretty new.
6.00 is a class on programming in python. There are IAP (January) classes on C++, python, and a few more.
Other than that, though, it's all in the context of "do a project with language x" and not "learn language x."