We see YOU @ CA


We’re thrilled to invite you to join Cheshire Academy in the fall for the 2020-2021 school year!


You will join a close-knit community of 344 students from around the world and across the country on a campus in a great small town, with easy access to exceptional cities and new and exciting experiences.


We believe your enthusiasm, skills, and interests will greatly contribute to campus life, which will continue to broaden and grow during your time here.


So, what’s next?


#1 Let us know you’re coming! Call or email us today for details on securing your spot for next year.

 Tel. 203-439-7250 

 Email:  Admission@CheshireAcademy.org


#2 Get answers to your questions: 

 > Check out our FAQs video page

 > Call or email the Admission Office

 Tel. 203-439-7250 

 Email:  Admission@CheshireAcademy.org





Important Reminders


The enrollment deadline is April 10. If you have any questions, do not hesitate to call or email the Admission Office staff at 203-439-7250.


Need a little bit more information about what’s offered at Cheshire Academy?


  • Check out what makes Cheshire Academy unique through our signature programs, like the International Baccalaureate® Diploma Programme or our Roxbury Academic Support Program, offered to ensure every student is successful during their time here.



  • Where have our alumni attended college? Some of our 2020 graduates have been accepted so far to Boston University, Dartmouth College, New York University, Northeastern University, University of Chicago, Wesleyan University, and others. For our full 2019 matriculation list, click here.


  • Be sure to check out our Clubs and Activities. There are so many afternoon activities available, for every season, as well as clubs in which you can participate. We also have weekly updates about what’s happening every weekend, on and off campus! 


If you’d like to speak with a current parent or student to have your questions answered, drop us an email at Admission@CheshireAcademy.org with your request and we can put in contact with someone. They are happy to answer any questions you may have!


It’s time for a change