Many years ago I wrote an installer kind of thing as a dynamic HTML file that would give the customized instructions and populate the text with results. Having it "click here to run" a supplied EXE was something it resisted. I may have ended up using ActivePerl as a local scripting language. VBscript does it with various library objects.

The OP mentioned Notepad. Maybe what is really wanted is to offer the document and have the Windows machine's browser configured to open the correct program to show that document.