Yendi

Here you go!  Holes drilled at either end of the microprocessor chip, through space that has no routes.
 

Here you go!  Holes drilled at either end of the microprocessor chip, through space that has no routes.
 

TI releases PDFs of the copper layers for most of their dev kits.  You can find these documents on the TI webpages for each dev kit in question.  You can probably figure out how to overlay these images in an image program and search for open spaces.  Also, it most cases you aren't going to hurt anything by drilling through a ground plane or ground pour.

If you are talking about G2 LP, then you could drill in the middle (this is enough for my needs.) You could also drill where the rocket is if you need 2 mounting holes.