Middletown HS Athletics

09/10/2026

The Lady Cavaliers flag football team pulled out a 21-8 win today in their season opener of their inaugural season!! We are so excited to watch this team grow this sport & put Middletown on the map! 💙🏈

09/09/2026

Let's Go Lady Cavs! Home opener today!!! 🏑💙

09/09/2026

Good luck to the boys soccer team in their season opener today! 💙⚽️

09/08/2026

👏👏

09/04/2026

Thank you Luna’s pizzeria and italian grill !!

As we kickoff this Football Season tonight we would like to say THANK YOU to Lunas for taking care of our Football Program each week!
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09/03/2026

We are looking for passionate coaches to join our Cavalier family this spring!! Please help spread the word 💙🥎🥍

09/02/2026

Football season has arrived in Delaware, and on WDEL! We'll bringing you NYC 4A Finalist Tottenville vs. DE 3A Champion Middletown Thursday at 5:45, and the Delmarva Sports network has another half-dozen contests from throughout the state! STORY in Comments

09/02/2026

Ticket sales End at Noom tomorrow!!

SPOT THE BALL! See ya in Cavalier Country‼️
Middletown vs Tottenville (NY)
September 3rd // Thursday Night
Cavalier Stadium // 6:00PM kickoff
Ticket Link: https://gofan.co/app/school/DE21503
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09/02/2026

We remember this like it was yesterday 🏈💙

December 3, 2011

“Middletown's players celebrate with the state championship trophy after the team's 27-23 win over Newark in the DIAA Division I Football State Tournament championship game at Alumni Stadium in Dover on Friday night.

CAVALIERS CROWNED.”


📸 • The News Journal

08/31/2026