| THU 8/244:00 PM | Scrimmage | Boys Football Freshman
| | Newtown High School
Blue and Gold Stadium
Bethel: 2:30 PM - 1 Bus |
| THU 8/314:00 PM | Scrimmage | Boys Football Freshman
Newtown - L Fairfield Warde - L | | Newtown High School
Back Turf Field
Fairfield Warde: 2:30 PM |
| SAT 9/910:00 AM | Non-League | Boys Football Freshman
Newtown - L St. Joseph - M | | Newtown High School
NHS Back Turf Field
St. Joseph: 12:01 AM |
| THU 9/144:00 PM | | Boys Football Freshman
New Milford - L Newtown - L | | New Milford High School
North Turf Field - NMHS
Newtown: 2:45 PM - 1 Bus |
| THU 9/214:00 PM | Non-League | Boys Football Freshman
Newtown - L Trumbull - LL | | Treadwell Park
Newtown Treadwell Park
Trumbull: 2:45 PM - 1 Bus |
| THU 9/284:30 PM | | Boys Football Freshman
Newtown - L Stratford - MM | | Newtown High School
NHS Back Turf Field
Stratford: 2:45 PM - 1 Bus |
| THU 10/125:00 PM | Non-League | Boys Football Freshman
Newtown - L Daniel Hand - M | | Newtown High School
NHS Back Turf Field
Daniel Hand: 3:00 PM - 1 Bus |
| THU 10/194:30 PM | Non-League | Boys Football Freshman
| | Newtown High School
NHS Back Turf Field
Sheehan: 2:45 PM |
| THU 10/266:00 PM | | Boys Football Freshman
West Haven - LL Newtown - L | | West Haven High School
Ken Strong Stadium
Newtown: 4:00 PM - 1 Bus |
| THU 11/24:00 PM | | Boys Football Freshman
Newtown - L Pomperaug - MM | | Newtown High School
NHS Back Turf Field
Pomperaug: 2:30 PM |
| WED 11/86:00 PM | | Boys Football Freshman
Newtown - L Jonathan Law - SS | | Newtown High School
Blue and Gold Stadium
Jonathan Law: 4:00 PM - 1 Bus |
| THU 11/166:00 PM | | Boys Football Freshman
| | Masuk High School
Benedict Stadium Field @ Masuk HS
Newtown: 5:00 PM - 1 Bus |