- Opponent Home/Away Date Time Location Result
- Conard High School Home Sep 01 2026 4:30 pm Playing Fields - Outlook Field
- Northwest Catholic Away Sep 03 2026 4:30 pm Northwest Catholic High School
- Wilbraham & Monson Academy Home Sep 15 2026 4:45 pm Playing Fields - Outlook Field
- St. Luke's School Home Sep 18 2026 5:00 pm Playing Fields - Outlook Field
- Miss Porter's School Home Sep 23 2026 3:00 pm Playing Fields - Outlook Field
- Williston Northampton School Away Sep 26 2026 1:00 pm Williston Northampton School
- Canterbury School Away Sep 30 2026 3:45 pm Canterbury School
- Loomis Chaffee School Home Oct 07 2026 2:45 pm Playing Fields - Outlook Field
- Suffield Academy Home Oct 10 2026 2:00 pm Playing Fields - Outlook Field
- Kent School Home Oct 14 2026 3:30 pm Playing Fields - Outlook Field
- Pomfret School Home Oct 17 2026 2:00 pm Playing Fields - Outlook Field
- Choate Rosemary Hall Home Oct 21 2026 3:15 pm Playing Fields - Outlook Field
- Westminster School Away Oct 23 2026 4:45 pm Westminster School
- Cheshire Academy Away Oct 26 2026 4:45 pm Cheshire Academy
- Hopkins School Home Oct 28 2026 3:45 pm Playing Fields - Outlook Field
- Hotchkiss School Away Oct 31 2026 3:00 pm Hotchkiss School, The
- Rye Country Day School Away Nov 04 2026 3:00 pm Rye Country Day School
- Greenwich Country Day School Away Nov 07 2026 1:30 pm Greenwich Country Day School
- Taft School Home Nov 11 2026 2:15 pm Playing Fields - Outlook Field
- Ethel Walker School Away Nov 14 2026 1:00 pm Ethel Walker School, The
- - TBD Nov 18 2026 12:00 am -
- - TBD Nov 21 2026 12:00 am -
- - TBD Nov 22 2026 12:00 am -
