| Date & Time | Game | Venue |
|---|---|---|
| December 18, 2021 | (4) Danvers Falcons at (3) Winthrop Vikings | Larsen Rink |
| December 22, 2021 | (5) Lynnfield Pioneers at (3) Winthrop Vikings | Larsen Rink |
| January 03, 2022 | (1) Beverly Panthers at (2) Winthrop Vikings | Larsen Rink |
| January 08, 2022 | (3) Winthrop Vikings at (4) Marblehead Magicians | Rockett Arena |
| January 12, 2022 | (1) Gloucester Fishermen at (3) Winthrop Vikings | Larsen Rink |
| January 15, 2022 | (9) Winthrop Vikings at (0) Swampscott Big Blue | Rockett Arena |
| January 17, 2022 | (0) Medford Mustangs at (5) Winthrop Vikings | Larsen Rink |
| January 22, 2022 | (1) Winthrop Vikings at (3) Masconomet Chieftains | Essex Sports Center |
| January 24, 2022 | (2) Cambridge Rindge & Latin Falcons at (4) Winthrop Vikings | Larsen Rink |
| Jan. 26 Postponed | Winthrop Vikings at Somerville Highlanders
make-up TBA |
Veterans Memorial Rink |
| February 02, 2022 | (2) Winthrop Vikings at (2) Danvers Falcons | Essex Sports Center |
| February 03, 2022 | (6) Bishop Fenwick Crusaders at (3) Winthrop Vikings | Larsen Rink |
| February 05, 2022 | (6) Marblehead Magicians at (5) Winthrop Vikings | Larsen Rink |
| February 08, 2022 | (5) Beverly Panthers at (4) Winthrop Vikings | Larsen Rink |
| February 09, 2022 | (2) Winthrop Vikings at (1) Saugus Sachems | Kasabuski Arena |
| February 12, 2022 | (2) Winthrop Vikings at (6) Gloucester Fishermen | Dorothy Talbot Rink |
| February 14, 2022 | (6) Winthrop Vikings at (1) Medford Mustangs | LoConte Rink |
| February 17, 2022 | (2) Masconomet Chieftains at (7) Winthrop Vikings | Larsen Rink |
| February 19, 2022 | (6) Winthrop Vikings at (0) Somerville Highlanders | Larsen Rink |
| February 21, 2022 | (2) Winthrop Vikings at (4) Cambridge Rindge & Latin Falcons | Simoni Skating Rink |
| February 23, 2022 | (3) Saugus Sachems at (5) Winthrop Vikings | Larsen Rink |
| March 05, 2022 | (0) Rockport Vikings at (4) Winthrop Vikings
Boys Division 4 Tournament |
Larsen Rink |
| March 09, 2022 | (3) Winthrop Vikings at (5) Shawsheen Rams
Boys Division 4 Tournament |
Larsen Rink |
