| Date & Time | Game | Venue |
|---|---|---|
| Dec. 14, 3:00 PM | (3) Medford Mustangs at (0) Winthrop Vikings | Larsen Rink |
| Dec. 18, 6:30 PM | (3) Winthrop Vikings at (5) Essex Tech Hawks | Essex Sports Center |
| Dec. 21, 1:00 PM | (1) Norwell Clippers at (4) Winthrop Vikings | Larsen Rink |
| Dec. 26, 4:00 PM | (4) Winthrop Vikings at (2) Lynnfield Pioneers
Michael "Gio" Giordano Christmas Classic |
Murphy Memorial Rink |
| Dec. 27, 12:00 PM | (0) Winthrop Vikings at (3) Boston Latin Wolfpack
Michael "Gio" Giordano Christmas Classic |
Murphy Memorial Rink |
| Jan. 4, 6:00 PM | (4) Winthrop Vikings at (2) Gloucester Fishermen | Dorothy Talbot Rink |
| Jan. 8, 6:10 PM | (2) Masconomet Chieftains at (3) Winthrop Vikings | Larsen Rink |
| Jan. 15, 6:00 PM | (5) Lynnfield Pioneers at (2) Winthrop Vikings | Larsen Rink |
| Jan. 18, 5:00 PM | (2) Winthrop Vikings at (1) Masconomet Chieftains | Kasabuski Arena |
| Jan. 20, 5:00 PM | (5) Winthrop Vikings at (2) Lexington Minutemen | Hayden Ice Facility |
| Jan. 23, 6:30 PM | (3) Winthrop Vikings at (1) Danvers Falcons | Raymond J. Bourque Arena |
| Jan. 25, 2:30 PM | (1) Marblehead Magicians at (3) Winthrop Vikings | Larsen Rink |
| Feb. 1, 3:00 PM | (3) Gloucester Fishermen at (3) Winthrop Vikings | Larsen Rink |
| Feb. 5, 7:30 PM | (1) Winthrop Vikings at (3) Marblehead Magicians | O'Keefe Athletic Center Salem State |
| Feb. 8, 7:00 PM | (5) Winthrop Vikings at (0) Beverly Panthers | Raymond J. Bourque Arena |
| Feb. 12, 6:00 PM | (3) Danvers Falcons at (2) Winthrop Vikings | Larsen Rink |
| Feb. 15, 3:00 PM | (0) Grafton Gators at (4) Winthrop Vikings | Larsen Rink |
| Feb. 19, 6:10 PM | (2) Wakefield Warriors at (2) Winthrop Vikings | Larsen Rink |
| Feb. 26, 6:10 PM | (3) Apponequet/Old Colony Lakers at (4) Winthrop Vikings
MIAA D4 BOYS STATE TOURNAMENT - Round 32 |
Larsen Rink |
| Mar. 1, 2:00 PM | (2) Norwell Clippers at (3) Winthrop Vikings
MIAA D4 BOYS STATE TOURNAMENT - Round 16 |
Larsen Rink |
| Mar. 6, 5:00 PM | (4) Winthrop Vikings at (0) Littleton/Bromfield Tigers
MIAA D4 BOYS STATE TOURNAMENT - Round 8 |
Loring Arena |
| Mar. 8, 7:30 PM | (5) Winthrop Vikings at (1) Stoneham Spartans
MIAA D4 BOYS STATE TOURNAMENT - Semi Finals |
Chelmsford Forum |
| Mar. 16, 9:00 AM | (0) Dedham Marauders at (3) Winthrop Vikings
MIAA D4 BOYS STATE TOURNAMENT - State Championship |
TD Garden |
