| 1 | 4752 | 9/9/23 10:30am | Fruit St. Turf Field 1B | Hopkinton Cyclones | 0 - 5 | Marlboro Panthers | |
| 2 | 4754 | 9/16/23 10:30am | Ellsworth-McAfee Field B | Northborough Green (Girls 6) | 3 - 1 | Hopkinton Cyclones | |
| 3 | 4757 | 9/23/23 10:30am | Fruit St. Turf Field 2A | Hopkinton Cyclones | 1 - 3 | Hopkinton Lightning (G6) | |
| 4 | 4762 | 9/30/23 10:30am | Fruit St. Turf Field 2A | Hopkinton Cyclones | 1 - 4 | Southboro Spirit | |
| 5 | 4763 | 10/19/23 6:30pm | Lower Fields 2B | A-B Pride | 2 - 1 | Hopkinton Cyclones | |
| 6 | 4767 | 10/14/23 9:00am | Lincoln Fields2 | Lexington Dash | 1 - 2 | Hopkinton Cyclones | |
| 7 | 4770 | 10/21/23 10:30am | Fruit St. Turf Field 2B | Hopkinton Cyclones | 0 - 4 | Northborough Green (Girls 6) | |
| 8 | 4773 | 10/28/23 10:30am | Fruit St. Turf Field 2A | Hopkinton Lightning (G6) | 1 - 2 | Hopkinton Cyclones | |
| 9 | 4777 | 11/4/23 9:00am | Trottier Middle School - Track Infield | Southboro Spirit | 5 - 2 | Hopkinton Cyclones | |
| 10 | 4780 | 11/11/23 10:30am | Fruit St. Turf Field 2B | Hopkinton Cyclones | 1 - 2 | A-B Pride | |
