| Date & Time | Game | Venue |
|---|---|---|
| December 12, 2025 | (0) Marblehead Magicians at (3) Winthrop Vikings | Olympic Arena |
| December 13, 2025 | (4) Winthrop Vikings at (1) Marblehead Magicians | Olympic Arena |
| December 17, 2025 | (2) Winthrop Vikings at (3) Lynnfield Pioneers
Lynnfield wins in OT |
McVann-O'Keefe Skating Rink |
| December 20, 2025 | (1) Dover-Sherborn/Weston Raiders at (2) Winthrop Vikings | Larsen Rink |
| December 23, 2025 | (0) Winthrop Vikings at (1) Norwell Clippers
Norwell win in OT |
The Bog |
| December 26, 2025 | (1) Winthrop Vikings at (6) Hanover Hawks
Michael Giordano Christmas Classic |
Murphy Memorial Rink |
| December 27, 2025 | (4) Winthrop Vikings at (1) Boston Latin Wolfpack
Michael Giordano Christmas Classic |
Murphy Memorial Rink |
| January 03, 2026 | (5) Winthrop Vikings at (1) Peabody/Saugus/Swampscott Tanners | Kasabuski Arena |
| January 07, 2026 | (1) Winthrop Vikings at (5) Danvers Falcons | Raymond J. Bourque Arena |
| January 14, 2026 | (4) Winthrop Vikings at (1) Masconomet Chieftains | Haverhill Valley Forum |
| January 17, 2026 | (4) Gloucester Fishermen at (3) Winthrop Vikings
Gloucester Wins in OT |
Larsen Rink |
| January 21, 2026 | (1) Winthrop Vikings at (0) Beverly Panthers | Raymond J. Bourque Arena |
| January 28, 2026 | (1) Peabody/Saugus/Swampscott Tanners at (3) Winthrop Vikings | Larsen Rink |
| January 31, 2026 | (1) Danvers Falcons at (1) Winthrop Vikings | Larsen Rink |
| February 02, 2026 | (2) North Reading Hornets at (4) Winthrop Vikings | Larsen Rink |
| Feb. 7 Postponed | Masconomet Chieftains at Winthrop Vikings | Larsen Rink |
| February 11, 2026 | (1) Winthrop Vikings at (3) Gloucester Fishermen | Dorothy Talbot Rink |
| February 14, 2026 | (3) Beverly Panthers at (3) Winthrop Vikings | Larsen Rink |
| February 16, 2026 | (0) Northeast Tech Golden Knights at (3) Winthrop Vikings | Larsen Rink |
| February 18, 2026 | (4) Essex Tech Hawks at (5) Winthrop Vikings | Larsen Rink |
| February 25, 2026 | (4) Rockport Vikings at (5) Winthrop Vikings
MIAA D4 - Boys State Tournament - Round 32, Winthrop Wins in OT |
Larsen Rink |
| February 28, 2026 | (1) Abington Green Wave at (3) Winthrop Vikings
MIAA D4 - Boys State Tournament - Round 16 |
Larsen Rink |
| March 04, 2026 | (2) Winthrop Vikings at (1) Wilmington Wildcats
MIAA D4 - Boys State Tournament - Round 8 |
Stoneham Arena |
| March 07, 2026 | (6) St. Bernard's Bernardians at (3) Winthrop Vikings
MIAA D4 - Boys State Tournament - Final Four |
Chelmsford Forum |
