| Date & Time | Game | Venue |
|---|---|---|
| Dec. 12, 5:00 PM | Winchester Red & Black at Malden Catholic Lancers | Allied Veterans Rink |
| Dec. 23, 11:59 PM | Medfield Warriors at Winchester Red & Black | O'Brien Arena |
| Feb. 17 (Time TBA) | Archbishop Williams Bishops at Winchester Red & Black | O'Brien Arena |
