| 1 | 5872 | 9/9/23 9:00am | Elm Bank 4 | Wellesley Galaxy | 1 - 2 | Canton Boys Grade 7/8 Bulldogs | |
| 2 | 5875 | 9/16/23 2:30pm | Memorial 11v11 Field (turf) | Canton Boys Grade 7/8 Bulldogs | 2 - 3 | Norwood Raiders | |
| 3 | 5879 | 9/23/23 3:00pm | S.M. Lorusso & Sons Athletic Complex Grass Field 2 | Walpole Thunder | 1 - 6 | Canton Boys Grade 7/8 Bulldogs | |
| 4 | 5880 | 10/15/23 2:00pm | Energy Electrical Contractors - 2 | Mansfield Hornets - Green | 1 - 4 | Canton Boys Grade 7/8 Bulldogs | original 9/30 game |
| 5 | 5884 | 10/7/23 2:30pm | Memorial 11v11 Field (turf) | Canton Boys Grade 7/8 Bulldogs | 3 - 2 | Westwood Rangers | |
| 6 | 5887 | 10/14/23 2:30pm | Memorial 11v11 Field (turf) | Canton Boys Grade 7/8 Bulldogs | 4 - 2 | Wellesley Galaxy | |
| 7 | 5891 | 10/21/23 1:00pm | Father macs 10 | Norwood Raiders | 6 - 3 | Canton Boys Grade 7/8 Bulldogs | |
| 8 | 5894 | 10/28/23 2:30pm | Memorial 11v11 Field (turf) | Canton Boys Grade 7/8 Bulldogs | 4 - 1 | Walpole Thunder | |
| 9 | 5896 | 11/4/23 2:30pm | Memorial 11v11 Field (turf) | Canton Boys Grade 7/8 Bulldogs | 3 - 4 | Mansfield Hornets - Green | |
| 10 | 5899 | 11/11/23 4:30pm | Flahive Field HS Turf | Westwood Rangers | 0 - 6 | Canton Boys Grade 7/8 Bulldogs | |
