Home History
| 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 |
| Club Friendly List | 2019/07/27 14:00 | Weymouth v Gosport Borough | W | 2-1 |
| Club Friendly List | 2019/07/23 18:45 | Weymouth v Poole Town | W | 2-1 |
| Club Friendly List | 2019/07/12 18:45 | Weymouth v Southend | D | 2-2 |
| Club Friendly List | 2019/07/08 18:45 | Wimborne Town v Weymouth | W | 2-3 |
Away History
| England National League South | 2019/08/12 18:45 | Chelmsford v Dartford | L | 4-0 |
| England National League South | 2019/08/10 14:00 | Dartford v Havant and W | D | 1-1 |
| England National League South | 2019/08/06 18:45 | Dartford v St Albans | D | 1-1 |
| England National League South | 2019/08/03 14:00 | Wealdstone v Dartford | L | 4-1 |
| Club Friendly List | 2019/07/27 14:00 | Leatherhead v Dartford | W | 3-4 |
| Club Friendly List | 2019/07/23 18:45 | Dartford v Bromley | W | 3-1 |
| Club Friendly List | 2019/07/20 14:00 | Dartford v Leyton Orient | L | 0-2 |
| Club Friendly List | 2019/07/16 18:45 | Dartford v Gillingham | L | 1-2 |