| Date & Time | Game | Venue |
|---|---|---|
| January 02, 2021 | (2) Watertown Raiders at (0) Wakefield Warriors | Stoneham Arena |
| January 20, 2021 | (1) Stoneham Spartans at (4) Watertown Raiders | John A. Ryan Arena |
| January 29, 2021 | (3) Wakefield Warriors at (1) Watertown Raiders | John A. Ryan Arena |
| January 30, 2021 | (3) Watertown Raiders at (1) Stoneham Spartans | Stoneham Arena |
| February 03, 2021 | (0) Wilmington Wildcats at (2) Watertown Raiders | John A. Ryan Arena |
| Feb. 10 Postponed | Watertown Raiders at Wilmington Wildcats | Ristuccia Memorial Arena |
| Feb. 15 Postponed | Watertown Raiders at Burlington Red Devils | Burlington Ice Palace |
