The Wiltshire Premier Shield 2008-09 was the 68th staging of the Wiltshire Football Association knockout competition, the Wiltshire Premier Shield.
The competition begins in the Semi-Final stages with the counties four biggest teams taking part. This season it was Swindon Town, Salisbury City, Swindon Supermarine and Chippenham Town.
Salisbury City vs. Swindon Town (S-F 1st Leg)
Swindon Town, under the management of Reserve team boss David "Budgie" Byrne, left Salisbury with a one goal advantage thanks to strikes from Craig Easton and on loan Celtic forward Ben Hutchinson.