| Date & Time | Game | Venue |
|---|---|---|
| January 06, 2021 | (0) Wellesley / Lincoln Sudbury Raiders at (5) Natick Red Hawks | Chase Arena |
| Jan. 13 Postponed | Natick Red Hawks at Milton Wildcats | Ulin Memorial Rink |
| Jan. 16 Postponed | Milton Wildcats at Natick Red Hawks | Chase Arena |
| January 23, 2021 | (7) Natick Red Hawks at (5) Wellesley / Lincoln Sudbury Raiders | Wellesley Sports Center |
| January 27, 2021 | (0) Newton North/South Tigers at (4) Natick Red Hawks | Chase Arena |
| Jan. 30 Postponed | Natick Red Hawks at Newton North/South Tigers | Fessenden School Rink |
| February 02, 2021 | (5) Natick Red Hawks at (3) Walpole Timberwolves | Rodman Arena |
| February 06, 2021 | (4) Natick Red Hawks at (2) Walpole Timberwolves | Rodman Arena |
| February 13, 2021 | (2) Wellesley / Lincoln Sudbury Raiders at (3) Natick Red Hawks | Chase Arena |
| Feb. 17 Postponed | Braintree Wamps at Natick Red Hawks | Babson Skating Center |
