Welcome to Cheshire Academy’s Admission Office


Connection and community are at the heart of what Cheshire has meant for over 225 years. We’re delighted to connect with you in a variety of ways, whether that’s through our inquiry form, an online interview, or a phone call to get started. Take a look around and, when the time is right, send us an email or give us a call so that we can help you learn more. We look forward to speaking with you!


Let’s get started

In their own words. Comments from CA parents.

“When we selected CA for our child, we did so based on the belief that he would be well-cared for. This experience and all the others we have had thus far solidify that we made the absolute best choice.”
“It is so heartfelt to hear the positive inflection in our child’s voice again … excited about being back in school and on the football field after what was a more than challenging senior year.”
“The school should be so proud of the students and how they have conformed to this “new normal”. The staff as well. CA is a model for many other schools, towns and districts. It can be done.”
“It so clear that we made the right decision for our child to attend Cheshire this fall. I am so impressed with how you are dealing with our current crisis and your communication with parents.”
“CA has done a fantastic job of rising to the significant challenges presented. The online learning and efforts to maintain community have been successful.”
“We appreciate all you do for the CA students and thank you for your continued support of them. You are all awesome!”
“The school has really done an excellent job addressing this situation and you should be commended. Thank you again and for all your continued efforts.”
“We are thrilled with the experience our child has had at CA. The way you all have handled this crisis is so reassuring. Knowing they’re in good hands brings us peace of mind.”
“We will always feel part of the CA family and this is thanks to you and all the great staff taking care of the students in such an amazing way.”
“This year at CA was seamless. It’s so important that the students have some level of consistency and normalcy. CA provided that while still maintaining a safe environment.”
“It is always warming to see on the streets of Cheshire a group of kids masked and distanced, and notice they have CA gear on and masks and smile with PRIDE!! That is our amazing community. Administration and kids you’ve done well!!”
“The entire experience has been amazing. From moving onto campus, to starting in-person learning and navigating these challenging times, we are so thankful to be a part of the CA Community. The entire staff at CA has made what seemed the impossible very possible.”

Inquire Today


Learn more about Cheshire Academy and help us learn more about you. Fill out our short inquiry form so we can share information about our academic and extracurricular programs specific to your interests.



Attend an Event!


Click below to register for our next admission events. Explore Cheshire Academy and learn more about specific opportunities including academic, athletics, and college counseling programs. 




Connect With An Admission Officer


We would love to connect with you! Click below to schedule an interview or informational session with our Admission team or contact us by phone (203-439-7250).



Chat With A Parent


Connect with parents of current students to learn about their experience at Cheshire Academy. Ask questions, make connections and learn how CA can make a difference.




How To Apply


Learn more about the application process. Find an outline of the steps necessary to complete your application and other helpful resources.




Video Showcase


What’s there do on campus? What’s Cheshire, Connecticut like? Want to know what our students love about CA? Binge watch our Admission Showcase featuring FAQs, our Why CA video and more.




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