Jeykll is a static generator which has simple support for blogging. If you get started with Jeykll, you still have to write all your own HTML, CSS, etc. Getting a Jekyll blog from just a generator to the point where it's something you'd be proud to post takes a good chunk of time and many developers don't want to deal with designing their blog.
Octopress is HTML, Sass, Javascript and a set of Rake tasks and plugins for Jekyll. It's a framework for the Jekyll blog generator. It has a 320 and up, responsive layout. Some plugins that make blogging easier.
Octopress isn't really any more complex than if someone set up a Jekyll blog for you and handed you the keys, but of course it's going to look complex when compared to a generator.
I'm using Jekyll, and it took me roughly 3 nights to get it all up and running. Now looking at Octopress, they've literally done a couple of things I did myself to Jekyll (new post rake task, uploading to production, etc. etc.) So if I'd start from scratch today, I would take a good look at Octopress indeed.
Octopress is HTML, Sass, Javascript and a set of Rake tasks and plugins for Jekyll. It's a framework for the Jekyll blog generator. It has a 320 and up, responsive layout. Some plugins that make blogging easier.
Octopress isn't really any more complex than if someone set up a Jekyll blog for you and handed you the keys, but of course it's going to look complex when compared to a generator.