Scripting in Windows

I'm trying to do a script or program that will step through a number of actions in Windows, ie. go to a url, wait for browser plugin to bring up dialog at url, click on a button on the plugin, wait for next dialog, click on button on dialog, wait for next dialog, etc.. . . . also log errors if there are any. Is there a way in a scripting language or other programming language (VB?) to go through these steps? I don't know which language or script tool would be best for this, any help or ideas on this would be greatly appreciated.

MS has a scriptit utility that allows you to do what you want.
I don't remember where we got it from. I think it's part of one of the resource kits.