| Date & Time | Game | Venue |
|---|---|---|
| December 14, 2022 | (3) Scituate Sailors at (4) Pembroke Titans | Hobomock Arena |
| December 17, 2022 | (3) Plymouth South Panthers at (1) Pembroke Titans | Hobomock Arena |
| December 21, 2022 | (4) Pembroke Titans at (2) Hanover Hawks | Hobomock Arena |
| December 27, 2022 | (3) Pembroke Titans at (2) East/West Bridgewater Vikings
Team Dewey Tribute Game |
Rockland Arena |
| January 02, 2023 | (3) Pembroke Titans at (2) Rockland Bulldogs | Rockland Arena |
| January 04, 2023 | (0) Pembroke Titans at (7) Duxbury Dragons | The Bog |
| January 07, 2023 | (4) Pembroke Titans at (3) Quincy Presidents | Quincy Youth Arena |
| January 11, 2023 | (2) North Quincy Red Raiders at (3) Pembroke Titans
OT |
Hobomock Arena |
| January 14, 2023 | (2) Pembroke Titans at (5) Whitman-Hanson Panthers | Rockland Arena |
| January 18, 2023 | (0) Rockland Bulldogs at (3) Pembroke Titans | Hobomock Arena |
| January 21, 2023 | (1) Pembroke Titans at (2) Sandwich Blue Knights | Gallo Arena |
| January 25, 2023 | (2) Pembroke Titans at (2) Plymouth South Panthers | Armstrong Arena |
| January 28, 2023 | (1) Hanover Hawks at (0) Pembroke Titans | Hobomock Arena |
| February 01, 2023 | (1) Pembroke Titans at (3) Plymouth North Eagles | Armstrong Arena |
| February 04, 2023 | (0) Silver Lake Lakers at (2) Pembroke Titans | Hobomock Arena |
| February 08, 2023 | (1) Quincy Presidents at (5) Pembroke Titans | Hobomock Arena |
| February 11, 2023 | (2) Pembroke Titans at (2) North Quincy Red Raiders | Quincy Youth Arena |
| February 15, 2023 | (1) Pembroke Titans at (5) Marshfield Rams | The Bog |
| February 20, 2023 | (0) Pembroke Titans at (3) Scituate Sailors
Gould Tournament |
Hobomock Arena |
| February 22, 2023 | (2) Pembroke Titans at (4) North Quincy Red Raiders
Gould Tournament |
Hobomock Arena |
| March 02, 2023 | (0) St. Paul Diocesan Knights at (2) Pembroke Titans
MIAA D3 Boys State Tournament - First Round |
Hobomock Arena |
| March 05, 2023 | (5) Essex Tech Hawks at (0) Pembroke Titans
MIAA D3 Boys State Tournament - Second Round |
Essex Sports Center |
