| 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 | Winthrop Vikings at Masconomet Chieftains | Kasabuski Arena |
| Jan. 20, 5:00 PM | Winthrop Vikings at Lexington Minutemen | Hayden Ice Facility |
| Jan. 23, 6:30 PM | Winthrop Vikings at Danvers Falcons | Raymond J. Bourque Arena |
| Jan. 25, 1:00 PM | Marblehead Magicians at Winthrop Vikings | Larsen Rink |
| Feb. 1, 3:00 PM | Gloucester Fishermen at Winthrop Vikings | Larsen Rink |
| Feb. 5, 7:30 PM | Winthrop Vikings at Marblehead Magicians | O'Keefe Athletic Center Salem State |
| Feb. 8, 7:00 PM | Winthrop Vikings at Beverly Panthers | Raymond J. Bourque Arena |
| Feb. 12, 6:00 PM | Danvers Falcons at Winthrop Vikings | Larsen Rink |
| Feb. 15, 3:00 PM | Grafton Gators at Winthrop Vikings | Larsen Rink |
| Feb. 17, 1:00 PM | Nantucket Whalers at Winthrop Vikings | Larsen Rink |
| Feb. 19, 6:10 PM | Wakefield Warriors at Winthrop Vikings | Larsen Rink |
