| 1 | 2101 | 4/10/21 11:35am | HYSA Park M-3 | Holliston G5 Hornets McAuley | 1 - 0 | Wellesley Thunder | |
| 2 | 2104 | 4/17/21 12:00pm | POSTPONED | Wellesley Thunder | F - F | Dedham Wolves | Postponed, Rescheduling |
| 3 | 2108 | 6/3/21 6:00pm | Weeks F | Newton G Thunder | 2 - 2 | Wellesley Thunder | |
| 4 | 2110 | 5/1/21 12:00pm | Sprague 3B | Wellesley Thunder | 9 - 0 | Arlington G5 Coyotes | |
| 5 | 2115 | 5/8/21 10:30am | Wheelock - # 4 | Medfield Fire 5G | 3 - 4 | Wellesley Thunder | |
| 6 | 2116 | 5/15/21 1:30pm | Sprague 3A | Wellesley Thunder | 1 - 2 | Holliston G5 Hornets McAuley | |
| 7 | 2120 | 5/22/21 11:30am | Rashi School | Dedham Wolves | 2 - 3 | Wellesley Thunder | |
| 8 | 2122 | 5/27/21 6:00pm | Elm Bank 3A | Wellesley Thunder | 1 - 2 | Newton G Thunder | |
| 9 | 2126 | 6/5/21 12:00pm | Idylbrook 9 v9 - Duplicate DO NOT USE | Medway Mustangs | 0 - 2 | Wellesley Thunder | |
| 10 | 2128 | 6/12/21 12:00pm | Elm Bank 3B | Wellesley Thunder | 5 - 2 | Medfield Fire 5G | |
