| Date & Time | Game | Venue |
|---|---|---|
| Jan. 9 Postponed | Beverly/Danvers/Ipswich Panthers at Gloucester Fishermen | Dorothy Talbot Rink |
| January 13, 2021 | (5) Winthrop Vikings at (1) Gloucester Fishermen | Dorothy Talbot Rink |
| January 16, 2021 | (4) Gloucester Fishermen at (4) Masconomet Chieftains | Haverhill Valley Forum |
| January 18, 2021 | (4) Medford/Malden Mustangs at (0) Gloucester Fishermen | Dorothy Talbot Rink |
| January 20, 2021 | (4) Peabody/Lynnfield/North Reading Tanners at (1) Gloucester Fishermen | Dorothy Talbot Rink |
| January 23, 2021 | (0) Gloucester Fishermen at (3) Newburyport Clippers | Graf Rink |
| January 26, 2021 | (1) Gloucester Fishermen at (4) Medford/Malden Mustangs | LoConte Rink |
| Jan. 30 Postponed | Gloucester Fishermen at Medford/Malden Mustangs | LoConte Rink |
| February 06, 2021 | (1) Gloucester Fishermen at (9) Winthrop Vikings | Larsen Rink |
| February 08, 2021 | (2) Gloucester Fishermen at (3) Beverly/Danvers/Ipswich Panthers | Dorothy Talbot Rink |
| February 08, 2021 | (3) Beverly/Danvers/Ipswich Panthers at (2) Gloucester Fishermen | Dorothy Talbot Rink |
| February 10, 2021 | (4) Masconomet Chieftains at (6) Gloucester Fishermen | Dorothy Talbot Rink |
| February 17, 2021 | (2) Newburyport Clippers at (1) Gloucester Fishermen | Dorothy Talbot Rink |
| February 18, 2021 | (5) Gloucester Fishermen at (3) Marblehead Magicians | Dorothy Talbot Rink |
| February 20, 2021 | (1) Gloucester Fishermen at (2) Marblehead Magicians | Dorothy Talbot Rink |
