There seems to be a problem/oversight in WordPress at the moment (afaik).

You can generate Custom Post Types (CTP) easily enough, and have them visible on any page using templates/the loop, but when you click through to a single CTP WordPress assigns the current_page_parent to the default posts page. For many that will mean highlighting the News or Blog pages of their site.
After a lot of searching, and finding lots of people asking the same question but no solutions (except hacks), I found a reply by jonny_williams to a post about this on the wordpress.org/support forum. His solution at least runs from functions.php (and so before the content is displayed) rather than being accomplished through javascript like many others.

After a couple of modifications I settled on this:

function fix_portfolio_parent($menu){
	global $post;
	if ( 'projects' == get_post_type() )
	{
		$menu = str_replace( 'current_page_parent', '', $menu ); // remove all current_page_parent classes
		$menu = str_replace( 'menu-item-XXX', 'current_page_parent menu-item-XXX', $menu ); // add the current_page_parent class to the page you want
	}
	return $menu;
}
add_filter( 'nav_menu_css_class', 'fix_portfolio_parent', 0 );

Just replace the XXX with the number of the parent page you want to highlight, and 'projects' with the name of your CTP. As always, make sure you function name is unique and relevant. If you have multiple CTPs, either duplicate this for each, or extend the if (I haven’t looked at the performance differences of these options).

I’m a big fan of WordPress – it’s both easy to use as an author and easy to develop for. There are also a huge amount of free (and paid) plugins to extend the core functionality.
Unfortunately there is a downside – most plugins do not conditionally load their files only on pages that call them. It is all to easy to end up with every page loading a string of Javascript and CSS files slowing the site to a crawl, when they are only actually required on specific pages.

I’m going to show 2 quick examples of how to use the functions.php file in your theme to only load the scripts for a plugin on a specific page using deregister and remove_filter, which are built into WordPress.
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