On Friday, Nov 7, 2025, the Middletown Varsity Boys Football team won their Middletown High School game against Appoquinimink High School by a score of 32-7.
On Saturday, Nov 1, 2025, the Middletown Varsity Boys Football team won their Caravel Academy game against Hodgson Vo-Tech High School by a score of 35-14.
On Friday, Oct 17, 2025, the Middletown Varsity Boys Football team won their Middletown High School game against Caravel Academy High School by a score of 28-7.