Cherokee is actually pretty good at following .htaccess and mod_rewrite for the big blogging/cms engines (like drupal, wordpress). It is much easier to configu

Cherokee is actually pretty good at following .htaccess and mod_rewrite for the big blogging/cms engines (like drupal, wordpress). It is much easier to configure, though perhaps a bit more tedious, as it is all done through the web gui. Other than that Apache is pretty much king with compatibility and nginx is pretty hard to get to similar qualities off the bat. But if you have the space something like a reverse proxy for Apache with sane times set would probably be the better option. I use cherokee on VPS's though and it works great.