| Date & Time | Game | Venue |
|---|---|---|
| December 16, 2023 | (4) Tri-County Cougars at (1) Attleboro Blue Bombardiers | New England Sports Village |
| December 17, 2023 | (4) Tri-County Cougars at (1) Upper Cape Tech Rams | Gallo Arena |
| December 23, 2023 | (3) Tri-County Cougars at (2) South Shore Voc-Tech Vikings | Rockland Arena |
| December 28, 2023 | (6) Tri-County Cougars at (2) Bellingham Blackhawks
Bellingham Hockey Holiday Tournament |
Pirelli Veterans Arena |
| December 30, 2023 | (5) Stoughton/Brockton Knight Boxers at (1) Tri-County Cougars
Bellingham Hockey Holiday Tournament |
Pirelli Veterans Arena |
| January 03, 2024 | (6) Southeastern/Bristol-Plymouth Hawks at (2) Tri-County Cougars | Pirelli Veterans Arena |
| January 06, 2024 | (4) Tri-County Cougars at (9) Diman Bengals | Driscoll Arena |
| January 08, 2024 | (2) Greater New Bedford Vo-Tech Bears at (8) Tri-County Cougars | Pirelli Veterans Arena |
| January 10, 2024 | (1) Tri-County Cougars at (5) Worcester (Burncoat) Wildcats | Buffone Arena |
| January 17, 2024 | (2) Upper Cape Tech Rams at (4) Tri-County Cougars | Pirelli Veterans Arena |
| January 20, 2024 | (1) Tri-County Cougars at (2) Southeastern/Bristol-Plymouth Hawks | Raynham IcePlex |
| January 24, 2024 | (10) Diman Bengals at (7) Tri-County Cougars | Pirelli Veterans Arena |
| January 27, 2024 | (4) South Shore Voc-Tech Vikings at (6) Tri-County Cougars | Pirelli Veterans Arena |
| January 31, 2024 | (0) Blue Hills Warriors at (7) Tri-County Cougars | Pirelli Veterans Arena |
| February 03, 2024 | (5) Tri-County Cougars at (1) Blue Hills Warriors | Canton Metropolis Rink |
| February 10, 2024 | (8) Tri-County Cougars at (3) Greater New Bedford Vo-Tech Bears | Hetland Arena |
| February 22, 2024 | (0) Attleboro Blue Bombardiers at (5) Tri-County Cougars
Postponed from 02/12/2024 |
Pirelli Veterans Arena |
| February 28, 2024 | (2) Tri-County Cougars at (9) Winthrop Vikings
MIAA D4 BOYS STATE TOURNAMENT - Round 32 |
Larsen Rink |
