| Date & Time | Game | Venue |
|---|---|---|
| December 08, 2018 | (5) Whitman-Hanson Panthers at (2) Pembroke Titans | Hobomock Arena |
| December 12, 2018 | (1) Bridgewater-Raynham Trojans at (2) Pembroke Titans | Hobomock Arena |
| December 15, 2018 | (5) North Quincy Red Raiders at (3) Pembroke Titans | Hobomock Arena |
| December 19, 2018 | (3) Pembroke Titans at (7) Oliver Ames Tigers | Asiaf Skating Arena |
| December 22, 2018 | (2) Plymouth South Panthers at (7) Pembroke Titans | Hobomock Arena |
| December 27, 2018 | (3) Pembroke Titans at (1) Norwell Clippers | The Bog |
| December 29, 2018 | (1) Pembroke Titans at (3) Scituate Sailors | Hobomock Arena |
| January 02, 2019 | (6) Quincy Presidents at (3) Pembroke Titans | Hobomock Arena |
| January 05, 2019 | (4) Plymouth North Eagles at (1) Pembroke Titans | Hobomock Arena |
| January 09, 2019 | (4) Silver Lake Lakers at (2) Pembroke Titans | Hobomock Arena |
| January 16, 2019 | (6) Pembroke Titans at (3) Rockland Bulldogs | Rockland Arena |
| January 19, 2019 | (1) Pembroke Titans at (9) Hanover Hawks | Hobomock Arena |
| January 21, 2019 | (2) Pembroke Titans at (7) Quincy Presidents | Quincy Youth Arena |
| January 23, 2019 | (2) Scituate Sailors at (2) Pembroke Titans | Hobomock Arena |
| January 30, 2019 | (3) Pembroke Titans at (7) Plymouth South Panthers | Armstrong Arena |
| February 06, 2019 | (5) Duxbury Dragons at (1) Pembroke Titans | Hobomock Arena |
| February 09, 2019 | (0) Pembroke Titans at (3) Bridgewater-Raynham Trojans | Bridgewater Ice Arena |
| February 13, 2019 | (2) Pembroke Titans at (4) North Quincy Red Raiders | Quincy Youth Arena |
| February 18, 2019 | (4) Hanover Hawks at (3) Pembroke Titans
Gould Memorial Tournament |
Hobomock Arena |
| February 20, 2019 | (6) Norwell Clippers at (4) Pembroke Titans
Gould Cup Consolation Game |
Hobomock Arena |
