| 1 | 6868 | 9/9/23 1:30pm | Ryan Connolly Field 11v11 | Winchester Galaxy | 7 - 1 | Watertown Lightning | DD scored |
| 2 | 6872 | 9/16/23 3:00pm | Lincoln Fields3 | Lexington Eagles | 3 - 1 | Watertown Lightning | DD Scored |
| 3 | 6876 | 9/23/23 4:00pm | Victory Turf | Watertown Lightning | 1 - 0 | Belmont B8 Caracaras | DD Scored |
| 4 | 6878 | 9/30/23 4:00pm | Victory Turf | Watertown Lightning | 1 - 2 | Natick Maul | |
| 5 | 6885 | 11/9/23 7:45pm | BB&N Turf 1 - Grove Street | Watertown Lightning | 0 - 0 | Wellesley Warriors 7B | DD scored |
| 6 | 6888 | 10/14/23 4:00pm | Victory Turf | Watertown Lightning | 0 - 2 | Southboro Scorpions | |
| 7 | 6892 | 10/24/23 7:00pm | Filippello Park - Arlington St. | Watertown Lightning | 1 - 3 | Lexington Eagles | 3 |
| 8 | 6897 | 10/28/23 2:30pm | PQ (1A) | Belmont B8 Caracaras | 2 - 0 | Watertown Lightning | |
| 9 | 6899 | 11/12/23 11:30am | Cricket Field #1 | Needham Blaze | 4 - 0 | Watertown Lightning | |
| 10 | 6902 | 11/11/23 4:00pm | Victory Turf | Watertown Lightning | 2 - 3 | Parkway United Blue | DD Scored |
