| Date & Time | Game | Venue |
|---|---|---|
| December 12, 2018 | (5) Cardinal Spellman Cardinals at (1) Stoughton Black Knights | Asiaf Skating Arena |
| December 15, 2018 | (0) Stoughton Black Knights at (5) St. John Paul II Lions | Hyannis Youth and Community Center |
| December 19, 2018 | (1) Stoughton Black Knights at (7) Nauset Warriors | Charles Moore Arena |
| December 22, 2018 | (1) Stoughton Black Knights at (8) Old Rochester/Fairhaven Bulldogs | Tabor Academy |
| December 26, 2018 | (12) Littleton/Bromfield Tigers at (0) Stoughton Black Knights
Bellingham HOLIDAY Tourney |
Pirelli Veterans Arena |
| December 27, 2018 | (3) Tri-County Cougars at (5) Stoughton Black Knights
Bellingham Christmas Tournament |
Pirelli Veterans Arena |
| January 02, 2019 | (0) Stoughton Black Knights at (10) Mansfield Hornets | Foxboro Sports Center |
| January 05, 2019 | (1) Stoughton Black Knights at (10) King Philip Warriors | Foxboro Sports Center |
| January 09, 2019 | (14) Oliver Ames Tigers at (0) Stoughton Black Knights | Asiaf Skating Arena |
| January 12, 2019 | (3) Stoughton Black Knights at (9) Foxboro Warriors | Foxboro Sports Center |
| January 16, 2019 | (1) Stoughton Black Knights at (11) Franklin Panthers | Pirelli Veterans Arena |
| January 19, 2019 | (2) Stoughton Black Knights at (12) Canton Bulldogs | Canton Ice House |
| January 23, 2019 | (11) North Attleboro Red Rocketeers at (3) Stoughton Black Knights | Asiaf Skating Arena |
| January 26, 2019 | (7) Taunton Tigers at (4) Stoughton Black Knights | Asiaf Skating Arena |
| January 28, 2019 | (2) Stoughton Black Knights at (8) Cardinal Spellman Cardinals | Zapustas Arena |
| January 30, 2019 | (9) Attleboro Blue Bombardiers at (2) Stoughton Black Knights | Asiaf Skating Arena |
| February 02, 2019 | (5) Old Rochester/Fairhaven Bulldogs at (0) Stoughton Black Knights | Asiaf Skating Arena |
| February 06, 2019 | (1) Stoughton Black Knights at (5) Taunton Tigers | Aleixo Arena |
| February 08, 2019 | (9) Foxboro Warriors at (2) Stoughton Black Knights | Asiaf Skating Arena |
| February 09, 2019 | (0) Stoughton Black Knights at (6) Attleboro Blue Bombardiers | New England Sports Village |
| February 16, 2019 | (3) Apponequet/Old Colony Lakers at (3) Stoughton Black Knights | Asiaf Skating Arena |
| February 19, 2019 | (5) Nauset Warriors at (1) Stoughton Black Knights | Asiaf Skating Arena |
