| Date & Time | Game | Venue |
|---|---|---|
| December 14, 2022 | (1) Watertown/Wayland Raiders at (10) Arlington Spy Ponders | Ed Burns Arena |
| December 17, 2022 | (3) Watertown/Wayland Raiders at (2) Lexington Minutemen | Hayden Ice Facility |
| December 21, 2022 | (0) Watertown/Wayland Raiders at (0) Belmont Marauders | Skip Viglirolo Rink |
| December 28, 2022 | (1) Bedford Bucs at (5) Watertown/Wayland Raiders | John A. Ryan Arena |
| December 30, 2022 | (2) Watertown/Wayland Raiders at (1) Bedford Bucs | Edge Sports Center |
| January 04, 2023 | (1) Wakefield Warriors at (0) Watertown/Wayland Raiders | John A. Ryan Arena |
| January 07, 2023 | (1) Melrose Red Hawks at (2) Watertown/Wayland Raiders | John A. Ryan Arena |
| January 11, 2023 | (1) Burlington Red Devils at (1) Watertown/Wayland Raiders | John A. Ryan Arena |
| January 14, 2023 | (3) Wilmington Wildcats at (2) Watertown/Wayland Raiders
OT |
John A. Ryan Arena |
| January 18, 2023 | (2) Watertown/Wayland Raiders at (6) Wilmington Wildcats | Ristuccia Memorial Arena |
| January 21, 2023 | (4) Watertown/Wayland Raiders at (1) Stoneham Spartans | Stoneham Arena |
| January 25, 2023 | (3) Watertown/Wayland Raiders at (5) Woburn Tanners | O'Brien Arena |
| January 28, 2023 | (3) Reading Rockets at (0) Watertown/Wayland Raiders | John A. Ryan Arena |
| February 01, 2023 | (3) Watertown/Wayland Raiders at (0) Winchester Red & Black | O'Brien Arena |
| February 05, 2023 | (2) Watertown/Wayland Raiders at (1) Wakefield Warriors | Stoneham Arena |
| February 08, 2023 | (1) Watertown/Wayland Raiders at (1) Melrose Red Hawks | Kasabuski Arena |
| February 11, 2023 | (2) Watertown/Wayland Raiders at (1) Burlington Red Devils | Burlington Ice Palace |
| February 15, 2023 | (1) Lowell Catholic Crusaders at (3) Watertown/Wayland Raiders
Spartan Cup |
Hetland Arena |
| February 18, 2023 | (5) Watertown/Wayland Raiders at (0) Dighton-Rehoboth/Seekonk Falcons
Spartan Cup Championship |
Hetland Arena |
| Feb. 18 Postponed | Dighton-Rehoboth/Seekonk Falcons at Watertown/Wayland Raiders
Spartan Cup Championship |
Hetland Arena |
| February 19, 2023 | (3) Stoneham Spartans at (4) Watertown/Wayland Raiders | John A. Ryan Arena |
| March 01, 2023 | (2) Southeastern/Bristol-Plymouth Hawks at (3) Watertown/Wayland Raiders
2 OT |
John A. Ryan Arena |
| March 04, 2023 | (6) Watertown/Wayland Raiders at (2) Dracut/Tyngsboro Middies
MIAA D3 Boys State Tournament |
John A. Ryan Arena |
| March 08, 2023 | (3) Watertown/Wayland Raiders at (2) Nauset Warriors
MIAA D3 Boys State Tournament |
Charles Moore Arena |
| March 11, 2023 | (2) Watertown/Wayland Raiders at (4) Scituate Sailors
MIAA D3 Boys State Tournament - Semi Finals |
Gallo Arena |
