| Wed 2/1 @ 8:45 PM | Varsity Ice Hockey Game | vs. Masuk (Monroe, CT) | | - |
| Thu 2/2 @ 4:15 PM | JV Ice Hockey Game | vs. Staples/Weston/Shelton (Westport, CT) | | - |
| Fri 2/3 @ TBA | Varsity Basketball Game | vs. Pomperaug (Southbury, CT)* | | - |
| Fri 2/3 @ 7:00 PM | Varsity Girls Basketball Game | vs. Pomperaug (Southbury, CT)* | | - |
| Tue 2/7 @ TBA | Varsity Girls Basketball Game | vs. New Fairfield (CT)* | | - |
| Tue 2/7 @ TBA | Varsity Basketball Game | vs. New Fairfield (CT) | | - |
| Wed 2/8 @ 8:45 PM | Varsity Ice Hockey Game | vs. New Milford (CT) | | - |
| Thu 2/9 @ 7:45 PM | Varsity Ice Hockey Game | vs. Briarcliff (Briarcliff Manor, NY) | | - |
| Fri 2/10 @ 7:00 PM | Varsity Girls Basketball Game | vs. Barlow (Redding, CT)* | | - |
| Fri 2/10 @ 7:00 PM | Varsity Basketball Game | vs. Barlow (Redding, CT) | | - |
| Fri 2/10 @ 9:00 PM | Varsity Ice Hockey Game | vs. Shepaug/Litchfield/Nonnewaug (Washington, CT)* | | - |
| Tue 2/14 @ 7:00 PM | Varsity Girls Basketball Game | vs. New Milford (CT)* | | - |
| Tue 2/14 @ 7:00 PM | Varsity Basketball Game | vs. New Milford (CT)* | | - |
| Thu 2/16 @ 4:00 PM | JV Ice Hockey Game | vs. Staples/Weston/Shelton (Westport, CT) | | - |
| Fri 2/17 @ 7:00 PM | Varsity Basketball Game | vs. Weston (CT) | | - |
| Sat 2/18 @ 2:45 PM | Varsity Ice Hockey Game | vs. St. Bernard/Bacon Academy/Norwich Free Academy (Uncasville, CT) | | - |
| Wed 2/22 @ 6:30 PM | Varsity Ice Hockey Game | vs. Lyman Hall (Wallingford, CT) | | - |
| Wed 2/22 @ 7:00 PM | Varsity Basketball Game | vs. Stratford (CT)* | | - |
| Sat 2/25 @ 4:30 PM | Varsity Ice Hockey Game | vs. New Fairfield/Immaculate (New Fairfield, CT)* | | - |
| Mon 2/27 @ 3:15 PM | Varsity Ice Hockey Game | vs. New Fairfield/Immaculate (New Fairfield, CT)* | | - |