| Date & Time | Game | Venue |
|---|---|---|
| Dec. 13, 5:00 PM | (3) Pembroke Titans at (0) Winchester Red & Black | O'Brien Arena |
| Dec. 16, 12:00 PM | (1) Stoneham/Wilmington Spartans at (3) Winchester Red & Black | O'Brien Arena |
| Dec. 20, 6:00 PM | (6) Winchester Red & Black at (2) Melrose Red Hawks | Flynn Memorial Rink |
| Dec. 23, 12:00 PM | (2) Winchester Red & Black at (1) Archbishop Williams Bishops | O'Brien Arena |
| Jan. 4, 8:00 PM | (0) Winchester Red & Black at (1) Belmont/Watertown Marauders | John A. Ryan Arena |
| Jan. 6, 12:00 PM | (1) Arlington Spy Ponders at (5) Winchester Red & Black | O'Brien Arena |
| Jan. 8, 7:00 PM | (8) Hingham Harborwomen at (1) Winchester Red & Black | O'Brien Arena |
| Jan. 10, 5:00 PM | (2) Woburn Tanners at (1) Winchester Red & Black
Woburn wins in OT |
O'Brien Arena |
| Jan. 13, 12:00 PM | (0) Lexington Minutemen at (3) Winchester Red & Black | O'Brien Arena |
| Jan. 15, 12:00 PM | (0) Winchester Red & Black at (4) Malden Catholic Lancers | Valley Forum II |
| Jan. 17, 6:10 PM | (0) Winchester Red & Black at (3) Winthrop Vikings | Larsen Rink |
| Jan. 20, 7:45 PM | (4) Winchester Red & Black at (1) Reading Rockets | Burbank Ice Arena |
| Jan. 24, 8:00 PM | (6) Winchester Red & Black at (1) Wakefield Warriors | Stoneham Arena |
| Jan. 27, 5:30 PM | (3) Winchester Red & Black at (3) Andover Golden Warriors | Breakaway Ice Center |
| Jan. 31, 7:00 PM | (0) Winchester Red & Black at (3) Burlington Red Devils | Burlington Ice Palace |
| Feb. 3, 12:00 PM | (2) Belmont/Watertown Marauders at (0) Winchester Red & Black | O'Brien Arena |
| Feb. 7, 8:00 PM | (1) Winchester Red & Black at (3) Arlington Spy Ponders | Ed Burns Arena |
| Feb. 10, 2:00 PM | (2) Winchester Red & Black at (2) Woburn Tanners | O'Brien Arena |
| Feb. 14, 7:15 PM | (1) Winchester Red & Black at (0) Lexington Minutemen | Hayden Ice Facility |
| Feb. 17, 12:00 PM | (2) Reading Rockets at (3) Winchester Red & Black | O'Brien Arena |
| Feb. 28, 5:00 PM | (0) Winchester Red & Black at (1) Peabody/Lynnfield/North Reading Tanners
MIAA D1 Girls State Tournament - First Round |
McVann-O'Keefe Skating Rink |
