| Date & Time | Game | Venue |
|---|---|---|
| January 09, 2021 | (0) Milton Wildcats at (3) Walpole Timberwolves | Rodman Arena |
| January 13, 2021 | (0) Walpole Timberwolves at (1) Needham Rockets | Babson Skating Center |
| January 16, 2021 | (1) Needham Rockets at (2) Walpole Timberwolves | Rodman 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 | (1) Walpole Timberwolves at (0) Wellesley Raiders | Wellesley Sports Center |
| January 30, 2021 | (0) Wellesley Raiders at (5) Walpole Timberwolves | Rodman Arena |
| February 03, 2021 | (1) Natick Red Hawks at (1) Walpole Timberwolves | Rodman Arena |
| February 04, 2021 | (2) Weymouth Wildcats at (2) Walpole Timberwolves | Rodman Arena |
| February 06, 2021 | (1) Walpole Timberwolves at (0) Natick Red Hawks | Chase Arena |
| February 08, 2021 | (1) Walpole Timberwolves at (3) Braintree Wamps | Zapustas Arena |
| February 10, 2021 | (3) Walpole Timberwolves at (4) Braintree Wamps | Zapustas Arena |
| February 10, 2021 | (4) Braintree Wamps at (3) Walpole Timberwolves | Rodman Arena |
