| Date & Time | Game | Venue |
|---|---|---|
| Dec. 14, 7:15 PM | (2) Watertown/Wayland Raiders at (4) Lexington Minutemen | Hayden Ice Facility |
| Dec. 18, 7:00 PM | (1) Watertown/Wayland Raiders at (5) Belmont Marauders | John A. Ryan Arena |
| Dec. 23, 3:00 PM | (1) Watertown/Wayland Raiders at (4) Woburn Tanners | O'Brien Arena |
| Dec. 28, 4:00 PM | (6) Watertown/Wayland Raiders at (4) Dover-Sherborn/Weston Raiders | MacDowell Ice Arena |
| Jan. 1, 3:00 PM | (5) Waltham Hawks at (1) Watertown/Wayland Raiders | John A. Ryan Arena |
| Jan. 4, 8:00 PM | (1) Watertown/Wayland Raiders at (5) Melrose Red Hawks | Kasabuski Arena |
| Jan. 8, 8:00 PM | (2) Burlington Red Devils at (2) Watertown/Wayland Raiders | John A. Ryan Arena |
| Jan. 11, 4:20 PM | (1) Wilmington Wildcats at (3) Watertown/Wayland Raiders | John A. Ryan Arena |
| Jan. 15, 6:00 PM | (1) Watertown/Wayland Raiders at (6) Stoneham Spartans | Stoneham Arena |
| Jan. 18, 2:20 PM | (0) Wakefield Warriors at (4) Watertown/Wayland Raiders | John A. Ryan Arena |
| Jan. 20, 7:00 PM | (2) Watertown/Wayland Raiders at (0) Norwell Clippers | The Bog |
| Jan. 22, 8:00 PM | (4) Reading Rockets at (0) Watertown/Wayland Raiders | John A. Ryan Arena |
| Jan. 24, 6:00 PM | (3) Watertown/Wayland Raiders at (6) Winchester Red & Black | O'Brien Arena |
| Jan. 29, 8:00 PM | (1) Watertown/Wayland Raiders at (10) Arlington Spy Ponders | Ed Burns Arena |
| Feb. 1, 4:20 PM | (2) Melrose Red Hawks at (1) Watertown/Wayland Raiders | John A. Ryan Arena |
| Feb. 5, 5:30 PM | (0) Watertown/Wayland Raiders at (3) Burlington Red Devils | Burlington Ice Palace |
| Feb. 8, 2:45 PM | (4) Watertown/Wayland Raiders at (2) Wilmington Wildcats | Breakaway Ice Center |
| Feb. 12, 8:00 PM | (5) Stoneham Spartans at (1) Watertown/Wayland Raiders | John A. Ryan Arena |
| Feb. 16, 4:00 PM | (3) Watertown/Wayland Raiders at (2) Wakefield Warriors | Stoneham Arena |
| Feb. 17, 4:00 PM | (4) Watertown/Wayland Raiders at (1) Cambridge Rindge & Latin Falcons | Simoni Skating Rink |
| Feb. 26, 7:30 PM | (3) Pembroke Titans at (4) Watertown/Wayland Raiders
MIAA D3 BOYS STATE TOURNAMENT - Round 32 |
John A. Ryan Arena |
| Mar. 2, 6:00 PM | (4) Watertown/Wayland Raiders at (6) Triton Vikings
MIAA D3 BOYS STATE TOURNAMENT - Round 16 |
Graf Rink |
