Pennant Hills AFL Club Footballer of the Year Tim Scoular
Best Local First-Year Player (Ken Macrae Shield) Connor Matthews
Club Person of the Year Stewart Woodward
President’s Trophy Sue & Nigel Blow
Senior Game Milestones Sam Zikman (100+ games)
Sydney AFL Club Championship Not awarded in 2021

Men’s Premier Division

Men’s Premier Division Best & Fairest (Ern Holmes Trophy) Luke Skrivanic
Men’s Premier Division Players’ Player Award Wilson Mudge / Luke Skrivanic

Men’s Premier Division Reserves

Premier Division Reverses Best & Fairest (Angus McKernan Trophy) Tim Scoular
Premier Division Reserves Players’ Player Award Kieron Coaldrake

Men’s Division 1

Men’s Division 1 Best & Fairest Kieran Wright
Men’s Division 1 Players’ Player Award Anthony Woodward

Men’s Division 2

Men’s Division 2 Best & Fairest Jake Woodward
Men’s Division 2 Players’ Player Award Jake Woodward

Men’s Division 3

Men’s Division 3 Best & Fairest Matthew Cassidy
Men’s Division 3 Players’ Player Award Matthew Cassidy

Men’s Masters

Men’s Masters Best & Fairest Kieran Wright
Men’s Masters Players’ Player Award Kieran Wright

Men’s U19’s Division 1

Men’s U19’s Division 1 Best & Fairest (Lenny Hayes Trophy) Christian Webster
Men’s U19’s Division 1 Players’ Player Award Jonathan Moran

Women’s Premier Division 

Women’s Premier Division Best & Fairest Tayla Duguid
Women’s Premier Division Players Player Tayla Duguid

Women’s Division 1

Women’s Premier Division 1 Best & Fairest Caitlin Edmonds
Women’s Premier Division 1 Players Player Amy Court

Women’s Division 3

Women’s Premier Division 3 Best & Fairest Alyce Smith
Women’s Premier Division 3 Players Player Alyce Smith

Women’s Division 4

Women’s Premier Division 4 Best & Fairest Claudia Bilinski
Women’s Premier Division 4 Players Player Claudia Bilinski