| 2021-07-13 19:45:4813th July 2021 |   Portland United 0-6 Weymouth | Friendly | N/A |
| 2021-07-17 15:00:2717th July 2021 |  Bridgwater United 2-5 Weymouth | Friendly | N/A |
| 2021-07-20 19:30:3520th July 2021 |  Weymouth 2-3 Exeter City | Friendly | N/A |
| 2021-07-24 15:00:1724th July 2021 |  Weymouth 1-0 Swindon Town | Friendly | N/A |
| 2021-07-31 15:00:5531st July 2021 |  Dorchester Town 2-5 Weymouth | Friendly | N/A |
| 2021-08-07 15:00:257th August 2021 |  Wimborne Town 0-2 Weymouth | Friendly | N/A |
| 2021-08-21 15:00:3121st August 2021 |  Weymouth 0-2 Boreham Wood | National League | N/A |
| 2021-08-28 15:00:3528th August 2021 |  Grimsby Town 1-0 Weymouth | National League | N/A |
| 2021-08-30 15:00:1430th August 2021 |  Weymouth 3-1 Maidenhead United | National League | N/A |
| 2021-09-04 15:00:014th September 2021 |  Solihull Moors vs Weymouth | National League | N/A |
| 2021-09-11 15:00:3711th September 2021 |  Weymouth vs Notts County | National League | N/A |
| 2021-09-14 19:45:0014th September 2021 |  Dagenham & Redbridge vs Weymouth | National League | N/A |
| 2021-09-18 17:20:5018th September 2021 |  Weymouth vs Dover Athletic | National League | N/A |
| 2021-09-25 15:00:0525th September 2021 |  Barnet vs Weymouth | National League | N/A |
| 2021-10-02 15:00:082nd October 2021 |  Weymouth vs Stockport County | National League | N/A |
| 2021-10-05 19:45:085th October 2021 |  Bromley vs Weymouth | National League | N/A |
| 2021-10-09 15:00:559th October 2021 |  Halifax Town vs Weymouth | National League | N/A |
| 2021-10-16 15:00:2516th October 2021 |  Yeovil Town vs Weymouth | FA Cup | N/A |
| 2021-10-19 19:45:1919th October 2021 | Weymouth (1) 1-1 (2) Yeovil Town | FA Cup | N/A |
| 2021-10-23 15:00:5223rd October 2021 |  Weymouth vs Wealdstone | National League | N/A |
| 2021-10-26 19:45:5726th October 2021 |  Aldershot Town vs Weymouth | National League | N/A |
| 2021-10-30 15:00:3630th October 2021 |  Weymouth vs King’s Lynn Town | National League | N/A |
| 2021-11-13 15:00:2113th November 2021 |  Chesterfield vs Weymouth | National League | N/A |
| 2021-11-20 15:00:5220th November 2021 |  Weymouth vs Altrincham | National League | N/A |
| 2021-11-23 19:45:4823rd November 2021 |  Weymouth vs Woking | National League | N/A |
| 2021-12-04 15:00:544th December 2021 |  Weymouth vs Torquay United | National League | N/A |
| 2021-12-11 17:20:3811th December 2021 |  Wrexham vs Weymouth | National League | N/A |
| 2021-12-18 15:00:0118th December 2021 |  Hungerford Town vs Weymouth | FA Trophy | N/A |
| 2022-01-02 15:00:182nd January 2022 |  Eastleigh vs Weymouth | National League | N/A |
| 2022-01-08 15:00:088th January 2022 |  Weymouth vs Southend United | National League | N/A |
| 2022-01-15 15:00:0415th January 2022 |  Dartford vs Weymouth | FA Trophy | N/A |
| 2022-01-22 15:00:3722nd January 2022 | Boreham Wood vs Weymouth | National League | N/A |
| 2022-01-25 19:45:4025th January 2022 | Weymouth vs Dagenham & Redbridge | National League | N/A |
| 2022-01-29 15:00:3829th January 2022 | Weymouth vs Aldershot Town | National League | N/A |
| 2022-02-01 19:45:481st February 2022 | Yeovil Town vs Weymouth | National League | N/A |
| 2022-02-05 15:00:315th February 2022 | King’s Lynn Town vs Weymouth | National League | N/A |
| 2022-02-12 15:00:1912th February 2022 | Weymouth vs Chesterfield | National League | N/A |
| 2022-02-15 19:45:0415th February 2022 | Weymouth vs Eastleigh | National League | N/A |
| 2022-02-22 19:45:5622nd February 2022 | Weymouth vs Bromley | National League | N/A |
| 2022-02-26 15:00:1726th February 2022 | Stockport County vs Weymouth | National League | N/A |
| 2022-03-05 15:00:265th March 2022 | Weymouth vs Halifax Town | National League | N/A |
| 2022-03-08 19:45:008th March 2022 | Altrincham vs Weymouth | National League | N/A |
| 2022-03-12 15:00:5112th March 2022 | Wealdstone vs Weymouth | National League | N/A |
| 2022-03-22 19:45:2322nd March 2022 | Woking vs Weymouth | National League | N/A |
| 2022-03-26 15:00:4426th March 2022 | Torquay United vs Weymouth | National League | N/A |
| 2022-04-09 15:00:439th April 2022 | Weymouth vs Grimsby Town | National League | N/A |
| 2022-04-15 15:00:0315th April 2022 | Maidenhead United vs Weymouth | National League | N/A |
| 2022-04-18 13:00:1018th April 2022 | Weymouth vs Yeovil Town | National League | N/A |
| 2022-04-23 15:00:4723rd April 2022 | Notts County vs Weymouth | National League | N/A |
| 2022-04-26 19:45:4026th April 2022 | Weymouth vs Wrexham | National League | N/A |
| 2022-04-30 15:00:2830th April 2022 | Weymouth vs Solihull Moors | National League | N/A |
| 2022-05-02 15:00:042nd May 2022 | Southend United vs Weymouth | National League | N/A |
| 2022-05-07 15:00:457th May 2022 | Weymouth vs Barnet | National League | N/A |
| 2022-05-15 15:00:2515th May 2022 | Dover Athletic vs Weymouth | National League | N/A |
