New Fairfield High School vs. Middletown High School
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New Fairfield High School vs. Middletown High School

New Fairfield High School
CIAC
VS
Middletown High School
CIAC

Portland High School vs. Middletown High School

Middletown High School
vs
Portland High School

Middletown High School vs. Glastonbury High School

Middletown High School
vs
Glastonbury High School

Middletown High School vs. Glastonbury High School

Middletown High School
vs
Glastonbury High School

A I Prince Technical High School vs. Middletown High School

Middletown High School
vs
A I Prince Technical High School

A I Prince Technical High School vs. Middletown High School

Middletown High School
vs
A I Prince Technical High School

OH Platt High School vs. Middletown High School

Middletown High School
vs
OH Platt High School

OH Platt High School vs. Middletown High School

Middletown High School
vs
OH Platt High School

OH Platt High School vs. Middletown High School

Middletown High School
vs
OH Platt High School

Plainville High School vs. Middletown High School

Middletown High School
vs
Plainville High School

Plainville High School vs. Middletown High School

Middletown High School
vs
Plainville High School

Wethersfield High School vs. Middletown High School

Middletown High School
vs
Wethersfield High School

Middletown High School vs. Francis T Maloney High School

Middletown High School
vs
Francis T Maloney High School

Middletown High School vs. Francis T Maloney High School

Middletown High School
vs
Francis T Maloney High School

Delaware Military Academy vs. Middletown High School

Middletown High School
vs
Delaware Military Academy

Polytech High School vs. Middletown High School

Middletown High School
vs
Polytech High School

Wethersfield High School vs. Middletown High School

Middletown High School
vs
Wethersfield High School

Middletown High School vs. Francis T Maloney High School

Middletown High School
vs
Francis T Maloney High School

New Fairfield High School vs. Bethel High School

New Fairfield High School
vs
Bethel High School

New Fairfield High School vs. Bethel High School

Bethel High School
vs
New Fairfield High School

New Fairfield High School vs. Bethel High School

Bethel High School
vs
New Fairfield High School

New Fairfield High School vs. Bethel High School

New Fairfield High School
vs
Bethel High School

New Fairfield High School vs. Bethel High School

Bethel High School
vs
New Fairfield High School

Pomperaug High School vs. New Fairfield High School

New Fairfield High School
vs
Pomperaug High School

Pomperaug High School vs. New Fairfield High School

Pomperaug High School
vs
New Fairfield High School

Pomperaug High School vs. New Fairfield High School

New Fairfield High School
vs
Pomperaug High School

Pomperaug High School vs. New Fairfield High School

Pomperaug High School
vs
New Fairfield High School

Pomperaug High School vs. New Fairfield High School

New Fairfield High School
vs
Pomperaug High School

Pomperaug High School vs. New Fairfield High School

Pomperaug High School
vs
New Fairfield High School

Away vs. New Fairfield High School

Away
vs
New Fairfield High School

Away vs. New Fairfield High School

Away
vs
New Fairfield High School

New Fairfield High School vs. Masuk High School

New Fairfield High School
vs
Masuk High School

New Fairfield High School vs. Masuk High School

Masuk High School
vs
New Fairfield High School

New Fairfield High School vs. Masuk High School

New Fairfield High School
vs
Masuk High School

New Fairfield High School vs. Masuk High School

Masuk High School
vs
New Fairfield High School

New Fairfield High School vs. Masuk High School

New Fairfield High School
vs
Masuk High School

New Fairfield High School vs. Immaculate High School

New Fairfield High School
vs
Immaculate High School

New Milford High School vs. New Fairfield High School

New Milford High School
vs
New Fairfield High School