| Date & Time | Game | Venue |
|---|---|---|
| January 06, 2021 | (1) Westwood Wolverines at (0) Medfield Warriors | Pirelli Veterans Arena |
| January 09, 2021 | (3) Medfield Warriors at (4) Westwood Wolverines | Canton Ice House |
| Jan. 9 Postponed | Medfield Warriors at Ashland Clockers
MAKE up date TBA |
Loring Arena |
| January 13, 2021 | (4) Medfield Warriors at (3) Norwood Mustangs | Bajko Memorial Rink |
| January 16, 2021 | (2) Norwood Mustangs at (6) Medfield Warriors | Pirelli Veterans Arena |
| Jan. 20 Postponed | Medfield Warriors at Westwood Wolverines | Canton Ice House |
| January 23, 2021 | (3) Westwood Wolverines at (5) Medfield Warriors | Pirelli Veterans Arena |
| Jan. 28 Postponed | Hopkinton Hillers at Medfield Warriors
make up TBd |
Pirelli Veterans Arena |
| Jan. 30 Postponed | Medfield Warriors at Hopkinton Hillers | New England Sports Center |
| Feb. 3 Postponed | Holliston Panthers at Medfield Warriors | Pirelli Veterans Arena |
| Feb. 6 Postponed | Medfield Warriors at Holliston Panthers | Loring Arena |
| February 08, 2021 | (3) Medfield Warriors at (3) Medway Mustangs | Blackstone Valley Ice Arena |
| February 10, 2021 | (2) Ashland Clockers at (9) Medfield Warriors | Pirelli Veterans Arena |
| February 13, 2021 | (6) Medfield Warriors at (6) Ashland Clockers | Loring Arena |
| February 18, 2021 | (4) Hopkinton Hillers at (7) Medfield Warriors | Pirelli Veterans Arena |
