Upgrading websites w/ 2005 is painful....
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After going through the upgrade wizard on my intranet site (about 100 pages) I then got to spend all day cleaning up the mess. It broke my web.config. It requires that the <head> include the runat="server" attribute (and the wizard doesn't put them in there for you.) It lost references which caused all kinds of compile errors. When compiling it would show all the errors for a specific folder (sometimes as few as four or five) then you fix that folder, attempt to compile and get the errors for the next folder. Find and Replace doesn't work throughout the project even when you tell it to. After 9 hours I finally got the site to show up. Then I made a mistake and tried to go to another page, more compiliation errors..... Don't upgrade, just rebuild it'll probably be faster!