How to Apply

We are thrilled that you are applying to Cheshire Academy!

Below you will find a helpful outline of the steps necessary to complete your application.

Application Steps

1. Connect with Us
We’d love to hear from you. Submit an inquiry form so that we can get a dialogue started and introduce you to what Cheshire Academy has to offer.


2. Begin Your Application
In order to apply to Cheshire Academy, please complete SSAT’s Standard Application Online (SAO) and submit. We are currently accepting applications for grades 9-PG for the 2020-2021 school year. Decisions are being made on a rolling admission basis as long as spaces remain available. 


If you’re applying for grades 9 or 10, please provide transcripts for current and previous school year. If you are applying for grades 11, 12, or PG, transcripts for all years completed at the high school level will be needed. 


Gather and Submit Recommendations 

Recommendation forms from a current English and mathematics teacher, as well as a guidance counselor or head of school, must be submitted along with the application. These forms are available through SSAT’s Standard Application Online (SAO) and are submitted via this site as well.

3. Register for Standardized Tests
We realize that due to COVID-19, many standardized test dates have been cancelled. Please contact regarding testing requirements.

Students in the U.S 

For 9th grade and 10th grade applicants, you can register to take the Secondary School Admission Test (SSAT) through the SSAT website or by phone (609-683-4440). Be sure to list Cheshire Academy as the school to which you are applying. We will also accept the ISEE for 9th grade and 10th-grade applicants in lieu of the SSAT. It’s best to take the SSAT between October and December. 


For 11th grade, 12th grade and PG applicants, we accept the PSAT, SAT or ACT. 


International Students 
If English is not your first language, you may instead take the Test of English as a Foreign Language (TOEFL) either at a testing center or, temporarily for those in countries with public health concerns, TOEFL’s Special Home Edition test. Visit the ETS website or call 609-771-7100 for more information. Cheshire Academy’s TOEFL code is 8672. Alternatively, we also accept a Duolingo Test, the IELTS, and Cambridge English Exam.  


Learn more about Cheshire Academy’s International Student Office.


4. Schedule a tour and interview
We continue to accept applications for the 2020-2021 school year and welcome you to take the next step in exploring Cheshire Academy. Schedule a virtual tour of campus, an online face-to-face interview, or have your initial questions answered via phone 203-439-7250 or email

Information for International Applicants

Cheshire Academy provides an in-depth support system for parents, consultants, and students from overseas.

Cheshire Academy is home to students from more than 31 different countries, many of whom chose Cheshire Academy because of its reputation as one of the best private schools in the USA. Students from around the world have attended the Academy since 1850, making the New England boarding school one of the first to enroll international students.

Cheshire Academy offers a unique support system for international students that includes ESL and individualized academic assistance through the Roxbury Academic Support Program, and the option to participate in the IB Programme and earn an International Baccalaureate Diploma.

With guidance from academic advisors and the International Student Office, families from abroad have an in-depth support system that works to communicate with consultants, parents, and students, providing a true student-centered learning and living experience.

Once you are accepted and enrolled at Cheshire Academy, the International Office will issue an I-20 so that you can obtain your student Visa in time for travel to the United States. You may contact the International Student Life office with any questions.