| Date & Time | Game | Venue |
|---|---|---|
| December 09, 2023 | (1) Shawsheen Rams at (2) Winthrop Vikings | Larsen Rink |
| December 13, 2023 | (3) Triton Vikings at (5) Winthrop Vikings | Larsen Rink |
| December 16, 2023 | (1) Danvers Falcons at (7) Winthrop Vikings | Larsen Rink |
| December 26, 2023 | (5) Winthrop Vikings at (2) Boston Latin Wolfpack
Michael Giordano Christmas Classic |
Murphy Memorial Rink |
| December 27, 2023 | (2) Hanover Hawks at (4) Winthrop Vikings
Michael Giordano Christmas Classic - Championship |
Murphy Memorial Rink |
| January 06, 2024 | (3) Winthrop Vikings at (1) Marblehead Magicians | Rockett Arena |
| January 10, 2024 | (3) Gloucester Fishermen at (5) Winthrop Vikings | Larsen Rink |
| January 13, 2024 | (7) Winthrop Vikings at (3) Swampscott Big Blue | Rockett Arena |
| January 15, 2024 | (2) Winthrop Vikings at (2) Lexington Minutemen
OT game ends in a tie |
Walter Brown Arena |
| January 20, 2024 | (4) Winthrop Vikings at (3) Masconomet Chieftains
Winthrop wins in OT |
Haverhill Valley Forum |
| January 22, 2024 | (2) Essex Tech Hawks at (5) Winthrop Vikings | Larsen Rink |
| January 27, 2024 | (1) Beverly Panthers at (5) Winthrop Vikings | Larsen Rink |
| January 31, 2024 | (5) Winthrop Vikings at (1) Danvers Falcons | Raymond J. Bourque Arena |
| February 03, 2024 | (4) Marblehead Magicians at (1) Winthrop Vikings | Larsen Rink |
| February 07, 2024 | (0) Winthrop Vikings at (2) Essex Tech Hawks | Essex Sports Center |
| February 10, 2024 | (1) Winthrop Vikings at (1) Gloucester Fishermen | Dorothy Talbot Rink |
| February 12, 2024 | (3) Medford Mustangs at (2) Winthrop Vikings
Medford wins in OT |
Larsen Rink |
| February 14, 2024 | (1) Masconomet Chieftains at (5) Winthrop Vikings | Larsen Rink |
| February 17, 2024 | (2) Peabody/Saugus Tanners at (13) Winthrop Vikings | Larsen Rink |
| February 20, 2024 | (3) Winthrop Vikings at (1) Grafton Gators | Buffone Arena |
| February 28, 2024 | (2) Tri-County Cougars at (9) Winthrop Vikings
MIAA D4 BOYS STATE TOURNAMENT - Round 32 |
Larsen Rink |
| March 02, 2024 | (1) Hudson Hawks at (6) Winthrop Vikings
MIAA D4 BOYS STATE TOURNAMENT - Sweet 16 |
Larsen Rink |
| March 06, 2024 | (0) Ashland Clockers at (7) Winthrop Vikings
MIAA D4 BOYS STATE TOURNAMENT - Elite 8 |
Stoneham Arena |
| March 09, 2024 | (2) Dover-Sherborn/Weston Raiders at (1) Winthrop Vikings
MIAA D4 BOYS STATE TOURNAMENT - Final 4 (2OT shootout) |
Gallo Arena |
