(apoligies for stupidity upfront) Attaching jumper leads to holes in a sheild???
Do you have a picture of your shield?
What type of jumper you would like to attach? a male or a female ?
If it's male then you'll have to solder female headers into your shield holes and vice versa.
"apoligies for stupidity upfront"
No need for this.
What do you mean?
Soldering wires in place on a PCB.
Making/buying Dupont jumper wires to plug into female headers?
See:
http://forum.arduino.cc/index.php?action=dlattach;topic=376971.0;attach=153794
http://forum.arduino.cc/index.php?action=dlattach;topic=381469.0;attach=156095
http://forum.arduino.cc/index.php?topic=353064.msg2433928#main_content_section
FYI
https://forum.arduino.cc/index.php?topic=445951.0
.