WordPress version 2.8 is scheduled for general release tomorrow, 10 June 2009. For the past few days WordPress 2.8 Release Candidate 1 has been available for those interested in having a test run.
A new WordPress release is always an exciting affair and the upgrade is usually painless. Any errors encountered in a WordPress version upgrade usually relate to plugin incompatibility. I run multiple instances of WordPress for my own sites as well and for various clients and tend to use combinations of common themes and plugins (you may have heard that WordPress MU will be combined with WordPress 3 which will enable multiple separate sites to run on a single WordPress install – roll on WordPress 3 I say!!!). My version upgrade strategy is therefore to upgrade one or two sites and test those for a few days. I’ll then upgrade the rest of the WordPress instances I manage.
P.S. For those wanting to check compatibility of plugins with various WordPress versions then head over to bravenewcode.com where they maintain a list of WordPress plugins and their versions.