| 2021-07-13 19:45:4813th July 2021 | Portland United  | 0 - 6 |  Weymouth | Friendly |
| 2021-07-17 15:00:2717th July 2021 | Bridgwater United  | 2 - 5 | Weymouth | Friendly |
| 2021-07-20 19:30:3520th July 2021 | Weymouth | 2 - 3 |  Exeter City | Friendly |
| 2021-07-24 15:00:1724th July 2021 | Weymouth | 1 - 0 |  Swindon Town | Friendly |
| 2021-07-31 15:00:5531st July 2021 | Dorchester Town  | 2 - 5 | Weymouth | Friendly |
| 2021-08-07 15:00:257th August 2021 | Wimborne Town  | 0 - 2 | Weymouth | Friendly |
| 2021-08-21 15:00:3121st August 2021 | Weymouth | 0 - 2 |  Boreham Wood | National League |
| 2021-08-28 15:00:3528th August 2021 | Grimsby Town  | 1 - 0 | Weymouth | National League |
| 2021-08-30 15:00:1430th August 2021 | Weymouth | 3 - 1 |  Maidenhead United | National League |
| 2021-09-04 15:00:014th September 2021 | Solihull Moors  | 3 - 4 | Weymouth | National League |
| 2021-09-11 15:00:3711th September 2021 | Weymouth | 1 - 1 |  Notts County | National League |
| 2021-09-14 19:45:0014th September 2021 | Dagenham & Redbridge  | 4 - 2 | Weymouth | National League |
| 2021-09-18 17:20:5018th September 2021 | Weymouth | 1 - 1 |  Dover Athletic | National League |
| 2021-09-25 15:00:0525th September 2021 | Barnet  | 3 - 1 | Weymouth | National League |
| 2021-10-02 15:00:082nd October 2021 | Weymouth | 1 - 2 |  Stockport County | National League |
| 2021-10-05 19:45:085th October 2021 | Bromley  | 3 - 0 | Weymouth | National League |
| 2021-10-09 15:00:559th October 2021 | Halifax Town  | 2 - 0 | Weymouth | National League |
| 2021-10-16 15:00:2516th October 2021 | Yeovil Town  | 1 - 1 | Weymouth | FA Cup |
| 2021-10-19 19:45:1919th October 2021 | Weymouth | 1 - 1 | Yeovil Town | FA Cup |
| 2021-10-23 15:00:5223rd October 2021 | Weymouth | 1 - 1 |  Wealdstone | National League |
| 2021-10-26 19:45:5726th October 2021 | Aldershot Town  | 0 - 2 | Weymouth | National League |
| 2021-10-30 15:00:3630th October 2021 | Weymouth | 1 - 0 |  King’s Lynn Town | National League |
| 2021-11-13 15:00:2113th November 2021 | Chesterfield  | 4 - 0 | Weymouth | National League |
| 2021-11-20 15:00:5220th November 2021 | Weymouth | 1 - 4 |  Altrincham | National League |
| 2021-11-23 19:45:4823rd November 2021 | Weymouth | 2 - 3 |  Woking | National League |
| 2021-12-04 15:00:544th December 2021 | Weymouth | 1 - 2 |  Torquay United | National League |
| 2021-12-11 17:20:3811th December 2021 | Wrexham  | 1 - 0 | Weymouth | National League |
| 2021-12-18 15:00:0118th December 2021 | Hungerford Town  | 0 - 1 | Weymouth | FA Trophy |
| 2022-01-02 15:00:182nd January 2022 | Eastleigh  | 3 - 2 | Weymouth | National League |
| 2022-01-08 15:00:088th January 2022 | Weymouth | 0 - 1 |  Southend United | National League |
| 2022-01-15 15:00:0415th January 2022 | Dartford  | 1 - 0 | Weymouth | FA Trophy |
| 2022-01-22 15:00:3722nd January 2022 | Boreham Wood | 1 - 1 | Weymouth | National League |
| 2022-01-25 19:45:4025th January 2022 | Weymouth | 1 - 2 | Dagenham & Redbridge | National League |
| 2022-01-29 15:00:3829th January 2022 | Weymouth | 0 - 1 | Aldershot Town | National League |
| 2022-02-01 19:45:481st February 2022 | Yeovil Town | 1 - 1 | Weymouth | National League |
| 2022-02-05 15:00:315th February 2022 | King’s Lynn Town | 3 - 0 | Weymouth | National League |
| 2022-02-12 15:00:1912th February 2022 | Weymouth | 1 - 1 | Chesterfield | National League |
| 2022-02-15 19:45:0415th February 2022 | Weymouth | 1 - 0 | Eastleigh | National League |
| 2022-02-22 19:45:5622nd February 2022 | Weymouth | 2 - 2 | Bromley | National League |
| 2022-02-26 15:00:1726th February 2022 | Stockport County | 1 - 0 | Weymouth | National League |
| 2022-03-05 15:00:265th March 2022 | Weymouth | 0 - 2 | Halifax Town | National League |
| 2022-03-08 19:45:008th March 2022 | Altrincham | 5 - 0 | Weymouth | National League |
| 2022-03-12 15:00:5112th March 2022 | Wealdstone | 3 - 2 | Weymouth | National League |
| 2022-03-22 19:45:2322nd March 2022 | Woking | 2 - 0 | Weymouth | National League |
| 2022-03-26 15:00:4426th March 2022 | Torquay United | 3 - 0 | Weymouth | National League |
| 2022-04-09 15:00:439th April 2022 | Weymouth | 0 - 0 | Grimsby Town | National League |
| 2022-04-15 15:00:0315th April 2022 | Maidenhead United | 2 - 0 | Weymouth | National League |
| 2022-04-18 13:00:1018th April 2022 | Weymouth | 0 - 0 | Yeovil Town | National League |
| 2022-04-23 15:00:4723rd April 2022 | Notts County | 3 - 1 | Weymouth | National League |
| 2022-04-26 19:45:4026th April 2022 | Weymouth | 1 - 6 | Wrexham | National League |
| 2022-04-30 15:00:2830th April 2022 | Weymouth | 2 - 4 | Solihull Moors | National League |
| 2022-05-02 15:00:042nd May 2022 | Southend United | 1 - 1 | Weymouth | National League |
| 2022-05-07 15:00:457th May 2022 | Weymouth | 1 - 2 | Barnet | National League |
| 2022-05-15 15:00:2515th May 2022 | Dover Athletic | 1 - 2 | Weymouth | National League |
