Home History
| England National League South | 2020/12/01 19:45 | Dorking Wanderers v Maidstone Utd | D | 2-2 |
| England National League South | 2020/11/21 15:00 | Maidstone Utd v Billericay Town | D | 1-1 |
| England National League South | 2020/11/17 19:45 | Ebbsfleet United v Maidstone Utd | D | 0-0 |
| England National League South | 2020/11/14 15:00 | Maidstone Utd v Dartford | L | 0-2 |
| England National League South | 2020/11/07 15:00 | Slough v Maidstone Utd | W | 2-3 |
| England National League South | 2020/10/31 15:00 | Maidstone Utd v Concord Rangers | W | 6-0 |
| England National League South | 2020/10/24 14:00 | Chelmsford v Maidstone Utd | L | 1-0 |
| England National League South | 2020/10/17 14:00 | Maidstone Utd v Hemel Hempstead | W | 4-1 |
Away History
| England FA Trophy | 2020/12/08 19:45 | Poole Town v Willand Rovers | W | 3-1 |
| England FA Trophy | 2020/10/31 15:00 | Hartley Wintney v Poole Town | W | 1-4 |
| England Southern Premier League South | 2020/10/27 19:45 | Poole Town v Gosport Borough | W | 1-0 |
| England Southern Premier League South | 2020/10/24 14:00 | Yate Town v Poole Town | W | 2-6 |
| England Southern Premier League South | 2020/10/17 14:00 | Poole Town v Hendon | W | 1-0 |
| England Southern Premier League South | 2020/10/10 14:00 | Salisbury FC v Poole Town | D | 2-2 |
| England Southern Premier League South | 2020/10/06 18:45 | Poole Town v Truro City | W | 2-1 |
| England FA Cup | 2020/10/03 14:00 | Chippenham Town v Poole Town | L | 7-6 |