| Date & Time | Game | Venue |
|---|---|---|
| December 12, 2018 | (3) Middleboro Sachems at (0) Sacred Heart Saints | The Bog |
| December 15, 2018 | (5) Middleboro Sachems at (3) Cohasset/Hull Skippers | Connell Memorial Rink |
| December 19, 2018 | (2) Middleboro Sachems at (2) Norwell Clippers | The Bog |
| December 22, 2018 | (1) Middleboro Sachems at (1) Sandwich Blue Knights | Gallo Arena |
| December 23, 2018 | (4) Brookline Warriors at (2) Middleboro Sachems | Bridgewater Ice Arena |
| December 28, 2018 | (2) Sandwich Blue Knights at (1) Middleboro Sachems | Bridgewater Ice Arena |
| January 02, 2019 | (1) Middleboro Sachems at (7) Brookline Warriors | Walter Brown Arena |
| January 05, 2019 | (6) Rockland Bulldogs at (3) Middleboro Sachems | Bridgewater Ice Arena |
| January 09, 2019 | (9) Middleboro Sachems at (0) Abington Green Wave | Rockland Arena |
| January 13, 2019 | (2) Middleboro Sachems at (5) Rockland Bulldogs | Rockland Arena |
| January 19, 2019 | (1) East/West Bridgewater Vikings at (5) Middleboro Sachems | Bridgewater Ice Arena |
| January 23, 2019 | (4) Cohasset/Hull Skippers at (1) Middleboro Sachems | Bridgewater Ice Arena |
| January 27, 2019 | (5) Norwell Clippers at (0) Middleboro Sachems | Rockland Arena |
| January 30, 2019 | (2) Abington Green Wave at (3) Middleboro Sachems | Bridgewater Ice Arena |
| February 06, 2019 | (2) Sacred Heart Saints at (3) Middleboro Sachems | Bridgewater Ice Arena |
| February 09, 2019 | (3) Middleboro Sachems at (3) Mashpee/Monomoy Monarchs | Charles Moore Arena |
| Feb. 13 (Time TBA) | (3) Middleboro Sachems at (1) East/West Bridgewater Vikings | Bridgewater Ice Arena |
| February 18, 2019 | (3) Taunton Tigers at (2) Middleboro Sachems | Bridgewater Ice Arena |
| February 20, 2019 | (4) Middleboro Sachems at (2) Taunton Tigers | Aleixo Arena |
| February 21, 2019 | (1) Mashpee/Monomoy Monarchs at (3) Middleboro Sachems
re scheduled from feb 2nd per coach peterson mashpee |
Bridgewater Ice Arena |
| February 26, 2019 | (2) Middleboro Sachems at (3) Rockland Bulldogs
overtime MIAA Tourney |
Rockland Arena |
