| Date & Time | Game | Venue |
|---|---|---|
| January 13, 2021 | (4) Melrose Red Hawks at (1) Watertown/Wayland Raiders | John A. Ryan Arena |
| January 15, 2021 | (2) Wakefield Warriors at (1) Watertown/Wayland Raiders | John A. Ryan Arena |
| January 18, 2021 | (2) Watertown/Wayland Raiders at (5) Melrose Red Hawks | Stoneham Arena |
| January 23, 2021 | (0) Watertown/Wayland Raiders at (2) Stoneham Spartans | Stoneham Arena |
| January 30, 2021 | (1) Stoneham Spartans at (3) Watertown/Wayland Raiders | John A. Ryan Arena |
| February 02, 2021 | (2) Watertown/Wayland Raiders at (7) Wakefield Warriors
Make-up TBD |
John A. Ryan Arena |
| February 06, 2021 | (2) Watertown/Wayland Raiders at (0) Wilmington Wildcats | Ristuccia Memorial Arena |
| February 10, 2021 | (1) Wilmington Wildcats at (1) Watertown/Wayland Raiders | John A. Ryan Arena |
| February 13, 2021 | (0) Watertown/Wayland Raiders at (8) Burlington Red Devils | Burlington Ice Palace |
| February 15, 2021 | (3) Burlington Red Devils at (2) Watertown/Wayland Raiders | John A. Ryan Arena |
| February 17, 2021 | (3) Lexington Minutemen at (5) Watertown/Wayland Raiders | John A. Ryan Arena |
| February 19, 2021 | (4) Reading Rockets at (1) Watertown/Wayland Raiders | John A. Ryan Arena |
