| Date & Time | Game | Venue |
|---|---|---|
| December 13, 2023 | (4) Norwell Clippers at (1) Middleboro Sachems | Bridgewater Ice Arena |
| December 16, 2023 | (7) Middleboro Sachems at (1) Rockland Bulldogs | Rockland Arena |
| December 20, 2023 | (2) Middleboro Sachems at (5) Bishop Stang Spartans | Hetland Arena |
| December 23, 2023 | (9) Middleboro Sachems at (0) East/West Bridgewater Vikings | Bridgewater Ice Arena |
| December 27, 2023 | (2) Taunton Tigers at (3) Middleboro Sachems | Bridgewater Ice Arena |
| January 06, 2024 | (2) Stoughton/Brockton Knight Boxers at (5) Middleboro Sachems | Bridgewater Ice Arena |
| January 10, 2024 | (2) Middleboro Sachems at (1) Abington Green Wave
Middleboro wins in OT |
Rockland Arena |
| January 13, 2024 | (4) Sandwich Blue Knights at (1) Middleboro Sachems | Bridgewater Ice Arena |
| January 15, 2024 | (3) Middleboro Sachems at (4) Taunton Tigers
Taunton wins in OT |
Aleixo Arena |
| January 17, 2024 | (2) Cohasset/Hull Skippers at (6) Middleboro Sachems | Bridgewater Ice Arena |
| January 20, 2024 | (5) Middleboro Sachems at (6) Norwell Clippers | The Bog |
| January 24, 2024 | (2) Rockland Bulldogs at (7) Middleboro Sachems | Bridgewater Ice Arena |
| January 27, 2024 | (2) East/West Bridgewater Vikings at (4) Middleboro Sachems | Bridgewater Ice Arena |
| February 03, 2024 | (4) Abington Green Wave at (8) Middleboro Sachems | Bridgewater Ice Arena |
| February 07, 2024 | (4) Middleboro Sachems at (5) Sandwich Blue Knights
Sandwich wins in OT |
Gallo Arena |
| February 10, 2024 | (3) Middleboro Sachems at (5) Cohasset/Hull Skippers | Connell Memorial Rink |
| February 12, 2024 | (6) Middleboro Sachems at (1) Stoughton/Brockton Knight Boxers | Asiaf Skating Arena |
| February 17, 2024 | (2) Mashpee/Monomoy Monarchs at (5) Middleboro Sachems | Bridgewater Ice Arena |
| February 19, 2024 | (2) Bishop Stang Spartans at (5) Middleboro Sachems | Bridgewater Ice Arena |
| February 20, 2024 | (3) Middleboro Sachems at (2) Mashpee/Monomoy Monarchs
Middleboro Win in OT |
Tony Kent Arena |
| February 26, 2024 | (2) Greater Lowell/Nashoba Tech Vikings at (6) Middleboro Sachems
MIAA D3 BOYS STATE TOURNAMENT - Preliminary Round |
Bridgewater Ice Arena |
| February 28, 2024 | (0) Middleboro Sachems at (7) Triton Vikings
MIAA D3 BOYS STATE TOURNAMENT - Round 32 |
Graf Rink |
