Home History
| England National League South | 2019/10/29 19:45 | Eastbourne Borough v Weymouth | D | 1-1 |
| England National League South | 2019/10/26 14:00 | Weymouth v Braintree Town | W | 3-0 |
| England FA Cup Qualification | 2019/10/19 14:00 | Weymouth v Dover | L | 1-2 |
| England National League South | 2019/10/12 14:00 | Dulwich v Weymouth | D | 2-2 |
| England FA Cup Qualification | 2019/10/05 14:00 | Weymouth v St Albans | W | 4-1 |
| England National League South | 2019/09/28 14:00 | Weymouth v Concord Rangers | W | 3-0 |
| England FA Cup Qualification | 2019/09/21 14:00 | Sholing v Weymouth | W | 0-3 |
| England National League South | 2019/09/14 14:00 | St Albans v Weymouth | W | 1-4 |
Away History
| England National League South | 2019/11/05 19:45 | Hampton & Richmond v Dartford | L | 1-2 |
| England National League South | 2019/11/02 15:00 | Hampton & Richmond v Maidstone Utd | W | 2-1 |
| England National League South | 2019/10/26 14:00 | Hungerford Town v Hampton & Richmond | W | 0-2 |
| England National League South | 2019/10/12 14:00 | Welling v Hampton & Richmond | W | 0-1 |
| England FA Cup Qualification | 2019/10/05 14:00 | Oxford City v Hampton & Richmond | L | 2-0 |
| England National League South | 2019/09/28 14:00 | Hampton & Richmond v Tonbridge Angels | W | 1-0 |
| England FA Cup Qualification | 2019/09/21 14:00 | Chesham v Hampton & Richmond | W | 1-2 |
| England National League South | 2019/09/14 14:00 | Slough v Hampton & Richmond | L | 3-1 |