| Date & Time | Game | Venue |
|---|---|---|
| Dec. 12, 7:00 PM | (0) Marblehead Magicians at (3) Winthrop Vikings | Olympic Arena |
| Dec. 13, 1:00 PM | (4) Winthrop Vikings at (1) Marblehead Magicians | Olympic Arena |
| Dec. 17, 8:15 PM | (2) Winthrop Vikings at (3) Lynnfield Pioneers
Lynnfield wins in OT |
McVann-O'Keefe Skating Rink |
| Dec. 20, 3:00 PM | (1) Dover-Sherborn/Weston Raiders at (2) Winthrop Vikings | Larsen Rink |
| Dec. 23, 2:00 PM | (0) Winthrop Vikings at (1) Norwell Clippers
Norwell win in OT |
The Bog |
| Dec. 26, 4:00 PM | (1) Winthrop Vikings at (6) Hanover Hawks
Michael Giordano Christmas Classic |
Murphy Memorial Rink |
| Dec. 27, 10:00 AM | (4) Winthrop Vikings at (1) Boston Latin Wolfpack
Michael Giordano Christmas Classic |
Murphy Memorial Rink |
| Jan. 3, 7:30 PM | (5) Winthrop Vikings at (1) Peabody/Saugus/Swampscott Tanners | Kasabuski Arena |
| Jan. 7, 7:30 PM | (1) Winthrop Vikings at (5) Danvers Falcons | Raymond J. Bourque Arena |
| Jan. 14, 8:05 PM | (4) Winthrop Vikings at (1) Masconomet Chieftains | Haverhill Valley Forum |
| Jan. 17, 3:00 PM | (4) Gloucester Fishermen at (3) Winthrop Vikings
Gloucester Wins in OT |
Larsen Rink |
| Jan. 21, 6:30 PM | (1) Winthrop Vikings at (0) Beverly Panthers | Raymond J. Bourque Arena |
| Jan. 28, 6:10 PM | (1) Peabody/Saugus/Swampscott Tanners at (3) Winthrop Vikings | Larsen Rink |
| Jan. 31, 3:00 PM | (1) Danvers Falcons at (1) Winthrop Vikings | Larsen Rink |
| Feb. 2, 5:40 PM | (2) North Reading Hornets at (4) Winthrop Vikings | Larsen Rink |
| Feb. 7 Postponed | Masconomet Chieftains at Winthrop Vikings | Larsen Rink |
| Feb. 11, 6:00 PM | (1) Winthrop Vikings at (3) Gloucester Fishermen | Dorothy Talbot Rink |
| Feb. 14, 3:00 PM | (3) Beverly Panthers at (3) Winthrop Vikings | Larsen Rink |
| Feb. 16, 5:40 PM | (0) Northeast Tech Golden Knights at (3) Winthrop Vikings | Larsen Rink |
| Feb. 18, 6:10 PM | (4) Essex Tech Hawks at (5) Winthrop Vikings | Larsen Rink |
| Feb. 25, 6:10 PM | (4) Rockport Vikings at (5) Winthrop Vikings
MIAA D4 - Boys State Tournament - Round 32, Winthrop Wins in OT |
Larsen Rink |
