The Bermuda Football Association (BFA) Competitions Committee held the Dudley Eve Trophy Quarter Final Draw at the Clyde Best Centre of Excellence. The two pools that the teams were drawn from, was determined by the winners and runners-up of the group stage. The pools were as follows:
Pot 1: (WSSC) Dandy Town, Pembroke Hamilton Club, Devonshire Rec.
Pot 2: North Village CC, X-Roads WFC, Somerset CC, Boulevard CC, Hamilton Parish WC
The draw results were as follows:
(WSSC) Dandy Town vs Hamilton Parish WC
Devonshire Rec. vs Boulevard CC
Pembroke Hamilton Club vs North Village CC
X-Roads WFC vs Somerset CC