Home History
| England National League South | 2020/07/25 16:30 | Weymouth v Dorking Wanderers | W | 3-2 |
| England National League South | 2020/03/14 15:00 | Weymouth v Slough | W | 2-0 |
| England National League South | 2020/03/07 15:00 | Bath City v Weymouth | D | 0-0 |
| England National League South | 2020/02/29 15:00 | Weymouth v Maidstone Utd | W | 5-1 |
| England National League South | 2020/02/22 15:00 | Weymouth v Billericay Town | D | 0-0 |
| England National League South | 2020/02/15 15:00 | Hampton & Richmond v Weymouth | W | 2-3 |
| England National League South | 2020/02/08 15:00 | Weymouth v Eastbourne Borough | D | 2-2 |
| England National League South | 2020/02/05 19:45 | Havant and W v Weymouth | L | 3-2 |
Away History
| England National League | 2020/03/14 15:00 | Maidenhead Utd v Stockport | L | 1-2 |
| England National League | 2020/03/07 15:00 | Maidenhead Utd v Boreham Wood | L | 0-1 |
| England National League | 2020/02/29 15:00 | Woking v Maidenhead Utd | L | 2-0 |
| England National League | 2020/02/25 19:45 | Maidenhead Utd v Ebbsfleet United | L | 1-3 |
| England National League | 2020/02/22 15:00 | Maidenhead Utd v Aldershot | L | 1-2 |
| England National League | 2020/02/01 15:00 | Solihull Moors v Maidenhead Utd | W | 0-2 |
| England County Cup | 2020/01/28 19:45 | Maidenhead Utd v Marlow | D | 1-1 |
| England National League | 2020/01/25 15:00 | Maidenhead Utd v Eastleigh | W | 2-0 |