Old Saybrook • Nov 10, 2026

Immaculate High School vs. Old Saybrook High School

2026 CIAC Boys Soccer Playoffs

Immaculate High School

Old Saybrook High School

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Old Saybrook • Nov 11, 2026

Somers High School vs. Old Saybrook High School

2026 CIAC Girls Soccer Playoffs

Somers High School

Old Saybrook High School

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Old Saybrook • Nov 14, 2026

Cromwell High School vs. Old Saybrook High School

Varsity Football

Cromwell High School

Old Saybrook High School

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Old Saybrook • Nov 21, 2026

Windsor Locks High School vs. Old Saybrook High School

Varsity Football

The Morgan School

Old Saybrook High School

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Old Saybrook • Dec 18, 2026

Coginchaug Regional High School vs. Old Saybrook High School

Junior Varsity Boys Basketball

Coginchaug Regional High School

Old Saybrook High School

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