| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Tuesday | August 25, 2026 | 5:30 PM | 7:00 PM | Extra-Practice | Pemberwick Park | |
| Wednesday | August 26, 2026 | 5:30 PM | 5:50 PM | Other | Byram Archibald Neighborhood Center | |
| Thursday | August 27, 2026 | 5:15 PM | 6:45 PM | Extra-Practice | Western Middle School | |
| Tuesday | September 1, 2026 | 5:15 PM | 6:45 PM | Extra-Practice | Western Middle School | |
| Thursday | September 3, 2026 | 5:00 PM | 7:00 PM | Game | Western Middle School | vs. Crushers |
| Tuesday | September 8, 2026 | 5:15 PM | 6:45 PM | Extra-Practice | Western Middle School | |
| Thursday | September 10, 2026 | 5:15 PM | 6:45 PM | Extra-Practice | Western Middle School | |
| Sunday | September 13, 2026 | 10:30 AM | 12:30 PM | Game | Greenwich High School | vs. Generals |
| Tuesday | September 15, 2026 | 5:15 PM | 6:45 PM | Extra-Practice | Western Middle School | |
| Thursday | September 17, 2026 | 5:15 PM | 6:45 PM | Extra-Practice | Western Middle School | |
| Saturday | September 19, 2026 | 10:50 AM | 12:00 PM | Other | Cos Cob School | |
| Tuesday | September 22, 2026 | 5:15 PM | 6:45 PM | Extra-Practice | Western Middle School | |
| Thursday | September 24, 2026 | 5:15 PM | 6:45 PM | Extra-Practice | Western Middle School | |
| Saturday | September 26, 2026 | 10:45 AM | 11:15 AM | Other | Western Middle School | |
| Saturday | September 26, 2026 | 11:45 AM | 1:45 PM | Other | Western Middle School | |
| Sunday | September 27, 2026 | 10:30 AM | 12:30 PM | Game | Greenwich High School | vs. Mavericks |
| Tuesday | September 29, 2026 | 5:15 PM | 6:45 PM | Extra-Practice | Western Middle School | |
| Tuesday | September 29, 2026 | 5:15 PM | 6:45 PM | Extra-Practice | Western Middle School | |
| Thursday | October 1, 2026 | 5:15 PM | 6:45 PM | Extra-Practice | Western Middle School | |
| Sunday | October 4, 2026 | 10:30 AM | 12:30 PM | Game | Greenwich High School | vs. Mavericks |
| Tuesday | October 6, 2026 | 5:15 PM | 6:45 PM | Extra-Practice | Western Middle School | |
| Thursday | October 8, 2026 | 5:15 PM | 6:45 PM | Extra-Practice | Western Middle School | |
| Sunday | October 11, 2026 | 10:30 AM | 12:30 PM | Game | Greenwich High School | vs. Crushers |
| Tuesday | October 13, 2026 | 5:15 PM | 6:45 PM | Extra-Practice | Western Middle School | |
| Thursday | October 15, 2026 | 5:15 PM | 6:45 PM | Extra-Practice | Western Middle School | |
| Tuesday | October 20, 2026 | 5:15 PM | 6:45 PM | Extra-Practice | Western Middle School | |
| Thursday | October 22, 2026 | 5:15 PM | 6:45 PM | Extra-Practice | Western Middle School | |
| Saturday | October 24, 2026 | TBD | TBD | Other | Western Middle School | |
| Sunday | October 25, 2026 | 10:30 AM | 12:30 PM | Game | Greenwich High School | vs. Generals |
| Tuesday | October 27, 2026 | 5:15 PM | 6:45 PM | Extra-Practice | Western Middle School | |
| Tuesday | October 27, 2026 | 5:15 PM | 6:45 PM | Extra-Practice | Western Middle School | |
| Thursday | October 29, 2026 | 5:15 PM | 6:45 PM | Extra-Practice | Western Middle School | |
| Sunday | November 1, 2026 | 10:30 PM | 12:30 AM | Game | Greenwich High School | vs. Bulldogs |
| Tuesday | November 3, 2026 | 5:15 PM | 6:45 PM | Extra-Practice | Western Middle School | |
| Thursday | November 5, 2026 | 5:15 PM | 6:45 PM | Extra-Practice | Western Middle School | |
| Tuesday | November 10, 2026 | 5:15 PM | 6:45 PM | Extra-Practice | Western Middle School | |
| Thursday | November 12, 2026 | 5:15 PM | 6:45 PM | Extra-Practice | Western Middle School | |
| Saturday | November 14, 2026 | 10:00 AM | 12:00 PM | Extra-Practice | Western Middle School | |
| Sunday | November 15, 2026 | TBD | TBD | Other | Greenwich High School | |
| Sunday | November 29, 2026 | TBD | TBD | Other | TBD |