| 1 | 4981 | 4/9/22 9:00am | Filippello Park - Grove St | Watertown WOODCHUCKS | 0 - 5 | Newton G Cosmos | |
| 2 | 4986 | 5/15/22 4:00pm | Skyline Park | Brookline Crystal Palace | 4 - 1 | Watertown WOODCHUCKS | |
| 3 | 4987 | 4/23/22 10:30am | Fessenden B / Kumin-Loring | Newton G United | 6 - 1 | Watertown WOODCHUCKS | |
| 4 | 4991 | 4/30/22 9:00am | Filippello Park - Grove St | Watertown WOODCHUCKS | 1 - 6 | Arlington G8 Hericanes | |
| 5 | 4994 | 5/7/22 9:00am | CCHS Turf 1 | C-C Renegades | 10 - 0 | Watertown WOODCHUCKS | |
| 6 | 5087 | 5/14/22 11:00am | Filippello Park - Grove St | Watertown WOODCHUCKS | 1 - 3 | Wellesley Thunder | |
| 7 | 5091 | 5/21/22 11:30am | Andrews Field | Milton Royals | 5 - 2 | Watertown WOODCHUCKS | |
| 8 | 5094 | 5/28/22 10:45am | Filippello Park - Grove St | Watertown WOODCHUCKS | F - 1 | Walpole Reign | Home Team Forfeit - Non roster player played |
| 9 | 5096 | 6/4/22 11:00am | Filippello Park - Grove St | Watertown WOODCHUCKS | 1 - 6 | Newton G Warriors | |
| 10 | 5099 | 6/11/22 10:35am | Elm Bank Field 3 | Natick Lightning | 3 - 6 | Watertown WOODCHUCKS | |
