| GameDate | Time | Type | Home School | Away School | Site |
| 12/22/2026 | 4:00 PM | League | North End MS | Shepaug Valley MS | North End Middle School - Main Campus |
| 01/07/2027 | 4:00 PM | League | Wallace MS-Waterbury | City Hill MS | Wallace Middle School - Wallace Middle School |
| 01/07/2027 | 4:30 PM | League | North End MS | Plumb Hill MS | North End Middle School - Main Campus |
| 01/13/2027 | 4:30 PM | Non-League | Shepaug Valley MS | City Hill MS | Shepaug Valley High School - Shepaug Valley Middle & High School Pool |
| 01/14/2027 | 4:00 PM | League | North End MS | City Hill MS | North End Middle School - Main Campus |
| 01/14/2027 | 4:30 PM | League | Wallace MS-Waterbury | Plumb Hill MS | Wallace Middle School - Wallace Middle School |
| 01/20/2027 | 3:45 PM | League | Plumb Hill MS | Wallace MS-Waterbury | Connecticut Junior Republic - Pool |
| 01/25/2027 | 3:45 PM | League | Plumb Hill MS | North End MS | Connecticut Junior Republic - Pool |
| 02/05/2027 | 3:45 PM | League | Plumb Hill MS | Indian Mountain School | Connecticut Junior Republic - Pool |