| 2023-12-02 15:00:162nd December 2023 |   Braintree Town v Weymouth | 15:00:163:00 pm | National League South | Cressing Road | Recap |
| 2023-11-25 15:00:2325th November 2023 |  Weymouth v Aveley | 1 - 1 | National League South | Bob Lucas Stadium | Recap |
| 2023-11-21 19:45:4821st November 2023 |  Weymouth v Truro City | 2 - 0 | National League South | Bob Lucas Stadium | Recap |
| 2023-11-18 15:00:0018th November 2023 |  Dover Athletic v Weymouth | 4 - 4 | FA Trophy | Crabble Athletic Ground | Recap |
| 2023-11-11 15:00:1811th November 2023 |  Farnborough v Weymouth | 1 - 1 | National League South | Cherrywood Road | Recap |
| 2023-11-07 19:45:107th November 2023 |  Weymouth v Bath City | 1 - 5 | National League South | Bob Lucas Stadium | Recap |
| 2023-11-04 15:00:014th November 2023 |  Weymouth v Welling United | 1 - 0 | National League South | Bob Lucas Stadium | Recap |
| 2023-10-28 15:00:0328th October 2023 |  Havant & Waterlooville v Weymouth | 1 - 1 | National League South | The Westleigh | Recap |
| 2023-10-27 18:00:2827th October 2023 | WFC Halloween Party | 18:00:286:00 pm | Friendly | Bob Lucas Stadium | Recap |
| 2023-10-24 19:45:5124th October 2023 |  Yeovil Town v Weymouth | 2 - 0 | National League South | Huish Park | Recap |
| 2023-10-21 15:00:3621st October 2023 |  Weymouth v Eastbourne Borough | 3 - 1 | National League South | Bob Lucas Stadium | Recap |
| 2023-10-14 15:00:2214th October 2023 |  Weymouth v Tonbridge Angels | 1 - 1 | National League South | Bob Lucas Stadium | Recap |
| 2023-10-07 15:00:167th October 2023 |  Slough Town v Weymouth | 0 - 0 | National League South | Arbour Park | Recap |
| 2023-09-30 15:00:5330th September 2023 | Weymouth v Bath City | 1 - 2 | FA Cup | Bob Lucas Stadium | Recap |
| 2023-09-23 15:00:5823rd September 2023 |  Weymouth v Chippenham Town | 1 - 1 | National League South | Bob Lucas Stadium | Recap |
| 2023-09-16 15:00:0816th September 2023 |  Highworth Town FC v Weymouth | 1 - 3 | FA Cup | The Elms | Recap |
| 2023-09-09 15:00:519th September 2023 | Dover Athletic v Weymouth | 1 - 3 | National League South | Crabble Athletic Ground | Recap |
| 2023-09-05 19:45:515th September 2023 |  Hampton & Richmond Borough v Weymouth | 1 - 0 | National League South | Beveree Stadium | Recap |
| 2023-09-02 15:00:362nd September 2023 |  Weymouth v Maidstone United | 2 - 3 | National League South | Bob Lucas Stadium | Recap |
| 2023-08-28 15:00:3028th August 2023 |  Worthing v Weymouth | 2 - 0 | National League South | Woodside Rd | Recap |
| 2023-08-26 15:00:4426th August 2023 |  Weymouth v Chelmsford City | 0 - 3 | National League South | Bob Lucas Stadium | Recap |
| 2023-08-19 15:00:1419th August 2023 |  Hemel Hempstead Town v Weymouth | 1 - 2 | National League South | Vauxhall Road | Recap |
| 2023-08-15 19:45:5715th August 2023 |  Weymouth v Taunton Town | 1 - 1 | National League South | Bob Lucas Stadium | Recap |
| 2023-08-12 15:00:5112th August 2023 |  Weymouth v Dartford | 1 - 0 | National League South | Bob Lucas Stadium | Recap |
| 2023-08-05 15:00:235th August 2023 |  St Albans City v Weymouth | 2 - 1 | National League South | Clarence Park | Recap |
| 2023-07-29 15:00:1229th July 2023 |  Weymouth v Reading XI | 1 - 2 | Friendly | Bob Lucas Stadium | Recap |
| 2023-07-25 19:45:4225th July 2023 |  Weymouth v Southampton B | 5 - 0 | Friendly | Bob Lucas Stadium | Recap |
| 2023-07-22 15:00:4522nd July 2023 |  Swindon Supermarine vs Weymouth | 1 - 2 | Friendly | The Webbswood Stadium | Recap |
| 2023-07-18 19:45:1718th July 2023 |  Poole Town vs Weymouth | 1 - 0 | Friendly | BlackGold Stadium | Recap |
| 2023-07-15 15:00:4915th July 2023 |  Weymouth v AFC Bournemouth U21's | 2 - 1 | Friendly | Bob Lucas Stadium | Recap |
| 2023-07-11 19:45:5411th July 2023 |  AFC Stoneham vs Weymouth | 1 - 1 | Friendly | Stoneham Lane | Recap |
| 2023-07-08 15:00:288th July 2023 |  Wimborne Town vs Weymouth | 2 - 3 | Friendly | New Cuthbury | Recap |
| 2023-07-06 19:45:106th July 2023 |  Shaftesbury vs Weymouth | 2 - 3 | Friendly | Coppice Street | Recap |
| 2023-01-13 15:00:5613th January 2023 | Slough Town v Weymouth | 15:00:563:00 pm | National League South | Arbour Park | Recap |
