There are several ways to setup Wordpress & Apache in Debian. However the maintainer's recommended way with the helper script `setup-mysql` uses: ## Virtual host VirtualDocumentRoot NameVirtualHost *:80 UseCanonicalName Off VirtualDocumentRoot /usr/share/wordpress Options All # wp-content in /srv/www/wp-content/$0 RewriteEngine On RewriteRule ^/wp-content/(.*)$ /srv/www/wp-content/%{HTTP_HOST}/$1 For this configuration to work you'll also need to have mod_rewrite and mod_vhost_alias loaded and working in Apache. To enable these modules run a2enmod rewrite && a2enmod vhost_alias && /etc/init.d/apache2 restart The above example is checked. Here are some _alternative_ suggestions: ## A defined Virtual host NameVirtualHost *:80 ServerName blog.example.com DocumentRoot /usr/share/wordpress/ DirectoryIndex index.php index.html ErrorLog /var/log/apache2/wp-error.log TransferLog /var/log/apache2/wp-access.log # wp-content in /var/lib/wordpress/wp-content Alias /wp-content /var/lib/wordpress/wp-content Options FollowSymLinks Require all granted Options FollowSymLinks Require all granted ## Without using Virtual host, hosted off /blog Alias /blog/wp-content /var/lib/wordpress/wp-content Alias /blog /usr/share/wordpress Options FollowSymLinks AllowOverride Limit Options FileInfo DirectoryIndex index.php Require all granted Options FollowSymLinks Require all granted # Tips If permalinks or rewrite is not working you might need: Options FollowSymLinks AllowOverride All If NameVirtualHost *:80 is not working, you probably need to replace the * with the actual IP or hostname of your server.