| Wed 2/1 @ TBA | Varsity Girls Basketball Game | vs. Hamden (CT) | | - |
| Wed 2/1 @ 6:00 PM | Varsity Ice Hockey Game | vs. Hamden (CT)* | | - |
| Wed 2/1 @ 6:45 PM | Varsity Basketball Game | vs. Hamden (CT) | | - |
| Thu 2/2 @ TBA | Varsity Girls Basketball Game | vs. Amity Regional (Woodbridge, CT)* | | - |
| Fri 2/3 @ TBA | Varsity Basketball Game | vs. Amity Regional (Woodbridge, CT)* | | - |
| Fri 2/3 @ 7:00 PM | Varsity Ice Hockey Game | vs. Hand (Madison, CT) | | - |
| Sat 2/4 @ 10:00 AM | Varsity Wrestling Game | vs. Simsbury (CT) | | - |
| Tue 2/7 @ TBA | Varsity Basketball Game | vs. Branford (CT) | | - |
| Tue 2/7 @ 7:00 PM | Varsity Girls Basketball Game | vs. Shelton (CT)* | | - |
| Wed 2/8 @ 4:00 PM | Varsity Ice Hockey Game | vs. Milford (CT)* | | - |
| Thu 2/9 @ 6:45 PM | Varsity Girls Basketball Game | vs. North Haven (CT) | | - |
| Fri 2/10 @ TBA | Varsity Basketball Game | vs. Law (Milford, CT) | | - |
| Sat 2/11 @ 6:30 PM | Varsity Ice Hockey Game | vs. Amity Regional (Woodbridge, CT)* | | - |
| Mon 2/13 @ 7:00 PM | Varsity Girls Basketball Game | vs. Mercy (Middletown, CT) | | - |
| Wed 2/15 @ 4:00 PM | Varsity Ice Hockey Game | vs. North Haven (CT)* | | - |
| Fri 2/17 @ 7:15 PM | Varsity Basketball Game | vs. Wilbur Cross (New Haven, CT) | | - |
| Sat 2/18 @ 1:00 PM | Varsity Ice Hockey Game | vs. Hall/Southington (West Hartford, CT) | | - |
| Mon 2/20 @ 7:00 PM | Varsity Ice Hockey Game | vs. Warde/Ludlowe (Fairfield, CT) | | - |
| Mon 2/20 @ 7:00 PM | Varsity Basketball Game | vs. Fairfield Prep (Fairfield, CT) | | - |
| Sat 2/25 @ 8:00 PM | Varsity Ice Hockey Game | vs. Staples/Weston/Shelton (Westport, CT) | | - |
| Wed 2/29 @ 7:00 PM | Varsity Ice Hockey Game | vs. West Haven (CT)* | | - |