| Date & Time | Game | Venue |
|---|---|---|
| December 12, 2018 | (11) Scituate Sailors at (2) Stoughton Black Knights | Asiaf Skating Arena |
| December 15, 2018 | (11) King Philip Warriors at (1) Stoughton Black Knights | Asiaf Skating Arena |
| December 19, 2018 | (7) MOA Warriors at (0) Stoughton Black Knights | Asiaf Skating Arena |
| December 22, 2018 | (8) Cambridge Rindge & Latin Falcons at (2) Stoughton Black Knights | Asiaf Skating Arena |
| December 26, 2018 | (4) Hanover Hawks at (1) Stoughton Black Knights | Asiaf Skating Arena |
| December 29, 2018 | (2) Stoughton Black Knights at (8) St. Joseph Prep/Mount Alvernia The Phoenix | Warrior Ice Arena |
| January 02, 2019 | (2) Stoughton Black Knights at (11) Cambridge Rindge & Latin Falcons | Simoni Skating Rink |
| January 05, 2019 | (3) Stoughton Black Knights at (8) Franklin Panthers | Pirelli Veterans Arena |
| January 06, 2019 | (2) Stoughton Black Knights at (4) Scituate Sailors | Hobomock Arena |
| January 09, 2019 | (0) Stoughton Black Knights at (8) Canton Bulldogs | Canton Ice House |
| January 12, 2019 | (0) Stoughton Black Knights at (6) Hanover Hawks | Zapustas Arena |
| January 16, 2019 | (5) St. Joseph Prep/Mount Alvernia The Phoenix at (2) Stoughton Black Knights | Asiaf Skating Arena |
| January 19, 2019 | (6) Wayland/Weston Warcats at (1) Stoughton Black Knights | Asiaf Skating Arena |
| January 30, 2019 | (0) Stoughton Black Knights at (8) King Philip Warriors | Foxboro Sports Center |
| February 02, 2019 | (0) Stoughton Black Knights at (8) MOA Warriors | Rodman Arena |
| February 09, 2019 | (5) Franklin Panthers at (3) Stoughton Black Knights | Asiaf Skating Arena |
| February 11, 2019 | (2) Stoughton Black Knights at (5) Wayland/Weston Warcats | MacDowell Ice Arena |
| February 13, 2019 | (8) Canton Bulldogs at (0) Stoughton Black Knights | Asiaf Skating Arena |
| February 16, 2019 | (6) Whitman-Hanson/Silver Lake Panthers at (1) Stoughton Black Knights | Asiaf Skating Arena |
| February 22, 2019 | (2) Stoughton Black Knights at (8) Whitman-Hanson/Silver Lake Panthers
Makeup game |
Rockland Arena |
