Definitely check out the URL Brian shared-- Slipstick-- it offers great advice and a variety of options to check out.
I use SYNCING.NET to sync my email and calendar appointments from my work PC to my home laptop. They have a free 30 day trial on their website, http://www.syncing.net/en/home.html
Perhaps you can assist me in where to get assistance in subscribing to a web
calendar thru my Windows Mail account. When I attempt to do that it asks for
a username and password before I can access the download. I don't even know
what password it is looking for. It says 'calendars.outlook.microsoft.com'
in the window.
I guess this might have to do with my security settings, but I wasn't able
to get assistance from my OEM for the computer and would have to pay $$ for
microsoft help.