How could I assign a hotkey of my choice to start c:\cygwin\cygwin.bat ?

Similarly, but a bit more difficult, how could I start c:\dir1#VAR#\dir2\test.bat, where #VAR# is the name of a directory that varies, and the last (in alphabetical order) of all #VAR# should be chosen ?

So just to be clear, if c:\dir1\A\dir2\test.bat and c:\dir1\B\dir2\test.bat exist, the console that should be opened when the hotkey is pressed is: c:\dir1\B\dir2\test.bat.

Thanks