Okay, yes, no they aren't really static pages, but I hope to use them to replace the static pages on my site. And yes, I had run the upgrade script.
Anyway, I hit a couple of small problems:
1) I already had a functioning htaccess file. I went into Options > Permalinks and hit 'Update Permalink Structure.' Then I clicked the 'Write mod_rewrite rules to .htaccess' button. Something must have gone wrong, but that caused on Error 500's on my whole /wp/ directory. I put a new, empty .htaccess file in the /wp/ dir and repeated the above actions, then everything worked well. After that I haven't been able to repeat the problem.
2) The "Pages" generated right now look exactly the same as a normal, single post. The way I see it, it's of little use to have "about" information under a specific date and neither is it very useful to have specific post time printed out for it.
What would be a great solution if for each Page you could specify a separate output template and css file.
3) I don't yet have control over where the Pages end up, they always go in the /wp/site/ directory and I think it would be really useful if they could be 'placed' in other directories too. I'm thinking especially about a site layout like this:
It would be very practical if WP Pages could handle all these locations, including the site's root index page, while the WP blog index would still be in the /blog/ directory.