| Wed 2/1 @ TBA | Varsity Basketball Game | vs. East Haven (CT) | | - |
| Wed 2/1 @ 7:00 PM | Varsity Girls Basketball Game | vs. Wilbur Cross (New Haven, CT) | | - |
| Wed 2/1 @ 7:30 PM | Varsity Ice Hockey Game | vs. Conard (West Hartford, CT) | | - |
| Fri 2/3 @ TBA | Varsity Basketball Game | vs. Hand (Madison, CT)* | | - |
| Fri 2/3 @ 5:00 PM | Varsity Girls Basketball Game | vs. Hand (Madison, CT)* | | - |
| Sat 2/4 @ 6:00 PM | Varsity Girls Ice Hockey Game | vs. West Haven (CT)* | | - |
| Sat 2/4 @ 8:00 PM | Varsity Ice Hockey Game | vs. Lyman Hall (Wallingford, CT)* | | - |
| Tue 2/7 @ TBA | Varsity Girls Basketball Game | vs. Hillhouse (New Haven, CT)* | | - |
| Tue 2/7 @ TBA | Varsity Basketball Game | vs. Foran (Milford, CT)* | | - |
| Tue 2/7 @ 5:00 PM | Varsity Ice Hockey Game | vs. North Branford (CT) | | - |
| Wed 2/8 @ 8:30 PM | Varsity Girls Ice Hockey Game | vs. Lauralton Hall (Milford, CT)* | | - |
| Thu 2/9 @ 7:00 PM | Varsity Girls Basketball Game | vs. West Haven (CT) | | - |
| Fri 2/10 @ 7:00 PM | Varsity Basketball Game | vs. Shelton (CT) | | - |
| Sat 2/11 @ 1:00 PM | Varsity Ice Hockey Game | vs. East Haven (CT) | | - |
| Mon 2/13 @ 4:00 PM | Varsity Ice Hockey Game | vs. Wethersfield (CT) | | - |
| Mon 2/13 @ 7:00 PM | Varsity Girls Basketball Game | vs. Career Magnet (New Haven, CT) | | - |
| Thu 2/16 @ 7:00 PM | Varsity Ice Hockey Game | vs. Amity Regional (Woodbridge, CT) | | - |
| Fri 2/17 @ 7:00 PM | Varsity Basketball Game | vs. Hamden (CT) | | - |
| Sat 2/18 @ 1:00 PM | Varsity Ice Hockey Game | vs. Milford (CT)* | | - |
| Mon 2/20 @ 1:00 PM | Varsity Ice Hockey Game | vs. Windsor/Farmington/Avon (Windsor, CT) | | - |
| Mon 2/20 @ 7:00 PM | Varsity Basketball Game | vs. Branford (CT) | | - |
| Tue 2/21 @ 7:00 PM | Varsity Basketball Game | vs. Platt RVT (Milford, CT) | | - |
| Wed 2/22 @ 6:00 PM | Varsity Ice Hockey Game | vs. Hand (Madison, CT)* | | - |
| Sat 2/25 @ 6:00 PM | Varsity Ice Hockey Game | vs. Masuk (Monroe, CT) | | - |