Those look like 3/16" wide oil ring grooves so a 3/32" or 1/8" drill will be fine, try to drill on the bottom side of the oil groove, [wont matter if you touch the bottom side of the oil ring groove- BUT under no circumstances allow the drill to mark the upper groove side ].
Just drill it straight in to intersect the factory vertical drilling, the pin bore is far enough away from the oil ring groove on those 302 pistons, being hyper eut pistons I think they should be all alloy, some earlier plain jane versions have an 'invar strut' ( steel reinforcing insert) that might scare you while drilling the hole. take care drilling the holes and use a new drill after every three pistons to reduce the worry factor if doing it freehand.