The first round of the men’s Pennant events were played on Sunday 3 February 2019. The first-round results are:
The Heads v Links Shell Cove at Shoalhaven Heads.
The Heads won 3.5 over 1.5
The Heads v Jamberoo at The Grange.
The Heads won 3 over 2
White Horse Cup #1
The Heads v Links Shell Cove at Bowral.
Links Shell Cove won 6 over 0
White Horse Cup #2
The Heads v Jamberoo at Bowral.
The Heads won 3.5 over 2.5
The Shoalhaven Shield
The Heads v St Georges Basin at Callala.
St Georges Basin won 6 over 2