| Date & Time | Game | Venue |
|---|---|---|
| January 09, 2021 | (6) Dover-Sherborn/Weston Raiders at (1) Norton Lancers | Foxboro Sports Center |
| January 13, 2021 | (1) Dover-Sherborn/Weston Raiders at (2) Dedham Marauders | Canton Ice House |
| January 16, 2021 | (5) Dedham Marauders at (6) Dover-Sherborn/Weston Raiders | MacDowell Ice Arena |
| Jan. 18 Postponed | Dover-Sherborn/Weston Raiders at Bellingham Blackhawks | Pirelli Veterans Arena |
| January 25, 2021 | (3) Norton Lancers at (6) Dover-Sherborn/Weston Raiders | Chase Arena |
| January 26, 2021 | (8) Dover-Sherborn/Weston Raiders at (2) Bellingham Blackhawks | Pirelli Veterans Arena |
| January 27, 2021 | (2) Bellingham Blackhawks at (2) Dover-Sherborn/Weston Raiders | Chase Arena |
| Jan. 30 Postponed | Dover-Sherborn/Weston Raiders at Bellingham Blackhawks | Pirelli Veterans Arena |
| February 03, 2021 | (0) Dover-Sherborn/Weston Raiders at (6) Medway Mustangs | Pirelli Veterans Arena |
| February 06, 2021 | (7) Medway Mustangs at (1) Dover-Sherborn/Weston Raiders | Chase Arena |
| February 08, 2021 | (4) Norton Lancers at (2) Dover-Sherborn/Weston Raiders | Chase Arena |
| February 12, 2021 | (3) Dover-Sherborn/Weston Raiders at (2) Holliston Panthers | Loring Arena |
