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Resources and updates for the 2024-2025 school year are available here

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Why Should I Attend Private School?  

Choosing between private and public high school can be nerve wracking. Here are a few things that set independent schools apart.     If you’re deciding whether to send your child to public or private high school–or if you yourself are looking, you may be asking yourself: What makes private school worth the investment? What benefits are […]

What Questions Should I Ask on a Private High School Tour?

Cheshire Academy Tour

You’ve checked out the website, read the brochures, and met an admission counselor during a school fair. Want to know what it’s really like to live and study at an independent school?   Visiting in person is the best way to find your child’s home away from home – especially if you take the time for […]

Convocation 2023

The theme of belonging was apparent during Cheshire Academy’s Convocation ceremony ringing in the 230th academic year, with students and faculty recounting how they have become members of the longtime educational institution’s community. An annual tradition, Convocation began with students gathering on Slaughter Field during the morning hours of Friday, Sept. 8. A procession followed, […]

Talented faculty step up to head coaching roles

Five Cheshire Academy faculty members have taken on new head coaching roles for many of CA’s varsity athletics programs. These individuals — some new and many returning to CA — bring with them a wide range of coaching and playing experience both in the independent school and collegiate realms. Their talents and skill sets are […]

“Best football team” in Connecticut ramping up for 2023 season

Cheshire Academy 2023 Football Preseason

The Cheshire Academy varsity football team was recently named the best team in Connecticut by MaxPreps, citing the 2023 roster having five of Connecticut’s top seven recruits in the Class of 2024 as one of the school’s strengths. This year, the team consists of several top-talent student-athletes who have committed to playing at the collegiate […]

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