Home History
| England National League South | 2019/08/31 14:00 | Tonbridge Angels v Weymouth | D | 1-1 |
| England National League South | 2019/08/26 14:00 | Weymouth v Wealdstone | L | 3-4 |
| England National League South | 2019/08/24 14:00 | Chippenham Town v Weymouth | L | 1-0 |
| England National League South | 2019/08/17 14:00 | Weymouth v Dartford | W | 3-1 |
| England National League South | 2019/08/13 18:45 | Slough v Weymouth | D | 1-1 |
| England National League South | 2019/08/10 14:00 | Weymouth v Chelmsford | W | 4-1 |
| England National League South | 2019/08/06 18:45 | Weymouth v Bath City | D | 1-1 |
| England National League South | 2019/08/03 14:00 | Maidstone Utd v Weymouth | W | 1-2 |
Away History
| England National League South | 2019/08/31 14:00 | Eastbourne Borough v Hampton & Richmond | L | 4-1 |
| England National League South | 2019/08/26 14:00 | Hampton & Richmond v Chippenham Town | W | 1-0 |
| England National League South | 2019/08/24 14:00 | Dorking Wanderers v Hampton & Richmond | W | 0-1 |
| England National League South | 2019/08/17 14:00 | Hampton & Richmond v Billericay Town | D | 1-1 |
| England National League South | 2019/08/13 18:45 | Oxford City v Hampton & Richmond | L | 3-2 |
| England National League South | 2019/08/10 14:00 | Hampton & Richmond v Hemel Hempstead | L | 1-2 |
| England National League South | 2019/08/06 18:45 | Hampton & Richmond v Havant and W | L | 3-4 |
| England National League South | 2019/08/03 14:00 | Chelmsford v Hampton & Richmond | L | 4-1 |