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Auto IT
 http://www.autoitscript.com/site/autoit
AutoIt v3 is a freeware BASIC-like scripting language designed for automating the Windows GUI and general scripting. It uses a combination of simulated keystrokes, mouse movement and window/control manipulation in order to automate tasks in a way not possible or reliable with other languages (e.g. VBScript and SendKeys). AutoIt is also very small, self-contained and will run on all versions of Windows out-of-the-box with no annoying “runtimes” required!
 
SeleniumHQ
 http://seleniumhq.org/
Primarily it is for automating web applications for testing purposes, but is certainly not limited to just that. Boring web-based administration tasks can (and should!) also be automated as well.