| Date & Time | Game | Venue |
|---|---|---|
| December 24, 2020 | (0) Weymouth Wildcats at (5) Archbishop Williams Bishops | Canton Sportsplex |
| January 02, 2021 | (5) Weymouth Wildcats at (3) Wellesley Raiders | Wellesley Sports Center |
| January 06, 2021 | (4) Weymouth Wildcats at (1) Needham Rockets | Babson Skating Center |
| Jan. 9 Postponed | Needham Rockets at Weymouth Wildcats | Connell Memorial Rink |
| Jan. 13 Postponed | Braintree Wamps at Weymouth Wildcats | Connell Memorial Rink |
| Jan. 16 Postponed | Weymouth Wildcats at Braintree Wamps | Zapustas Arena |
| Jan. 20 Postponed | Weymouth Wildcats at Walpole Timberwolves | Rodman Arena |
| Jan. 23 Postponed | Walpole Timberwolves at Weymouth Wildcats | Connell Memorial Rink |
| January 27, 2021 | (2) Milton Wildcats at (4) Weymouth Wildcats | Connell Memorial Rink |
| January 30, 2021 | (5) Weymouth Wildcats at (2) Milton Wildcats | Ulin Memorial Rink |
| February 03, 2021 | (3) Newton North Tigers at (5) Weymouth Wildcats | Connell Memorial Rink |
| February 04, 2021 | (2) Weymouth Wildcats at (2) Walpole Timberwolves | Rodman Arena |
| February 06, 2021 | (1) Weymouth Wildcats at (4) Newton North Tigers | John A. Ryan Arena |
| February 10, 2021 | (3) Natick Red Hawks at (0) Weymouth Wildcats | Connell Memorial Rink |
| February 13, 2021 | (0) Brookline Warriors at (5) Weymouth Wildcats | Connell Memorial Rink |
| Feb. 19 Postponed | Weymouth Wildcats at Falmouth Clippers | Falmouth Ice Arena |
