There's still time! Submit your admission application by Feb. 1. [Learn More](https://cheshireacademy.org/apply/)
There's still time! Submit your admission application by Feb. 1. [Learn More](https://cheshireacademy.org/apply/)
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Updates & Information


Parents, guardians, and students – this is where you will find all kinds of helpful information related to Cheshire Academy. Whether this is your first year or your fourth, if you are newly enrolled or a returning family, a day or boarding student, from the U.S. or abroad… almost everything you need is here.


This page is updated throughout the year, so check in periodically. If you have questions or need more information, please refer to the list of contacts at the bottom of the page for departments and CA faculty and staff who can assist you.


Also, be sure to always refer to the My Cheshire portal, where you can log in with your username and password to access your personal CA information and additional resources from all departments.





Academic Office 
Rachel Wright, assistant head of school for academic affairs, can answer questions related to academic life and course selection. 
Sharyn Iadarola, academic office manager, can address questions about textbooks, summer reading, and anything else you aren’t sure who to ask. Please call the Academic Office at 203-439-7240. 
Elisa Laudati, director of the Roxbury Academic Support Program and Educational Services, can answer questions about enrolling in the Roxbury program for one-on-one academic support, or about learning accommodation plans and educational testing. 
Athletic Department 
Jim McCarthy, director of athletics, can answer questions about afternoon activities. If you are interested in joining a fall sport at the varsity level and would like to come to preseason, contact Mr. McCarthy to be put in touch with the head coach. 
Community Life Office 
Mark Kolman, dean of students, can answer questions related to the Student & Family Handbook, the student experience for boarding and day students, community programming, discipline, and attendance. 


Mark Cheong, director of residential life, can answer questions related to the boarding student experience. 

Health Center 
Debra Bond, director of the Richmond Health Center and pediatric nurse practitioner (APRN), is available to field any questions relating to Magnus Health, medication concerns, or health records. You may also call the Health Center at 203-439-7280. 
Technology Office 
If you are having trouble accessing the My Cheshire portal, your CA email, or anything else related to Cheshire Academy technology, email our technology help desk with the details of your issue. 


Plan ahead for your arrival and vacations using the 2022-2023 school calendar.  


View and save the daily academic schedule for 2022-2023. 


While the Cheshire Academy website features general content about our school, programs, and community, additional important information for enrolled students and families is accessed through the password-protected My Cheshire portal.


In May, newly enrolled students and families will receive via email their login information to access the portal. (Log in instructions for new parents.)


Through the portal, families will be able to: 

    • Complete their Magnus Health registration and forms (For international students: complete before May 1, working with the Health Center staff.)
    • Review and sign the 2022-2023 Student & Family Handbook
    • Review and update demographic and contact information
    • Provide emergency contact information 
    • Review the dress code 
    • Access their requested courses and required textbook information 
    • Sign up for athletics, music ensembles, theater, and other activities  
    • Complete a roommate compatibility form (boarding students)  
    • Access a list of recommended dorm room supplies (boarding students) 
    • Access device specifications for student technology  

ORIENTATION PROGRAMS - for students new to Cheshire Academy

New 9th grade day student orientation – save the date for your overnight orientation – August 22, 10:00 a.m. – August 23, 12:30 p.m. Click here to review the schedule.


New international student orientation – September 3, 7:00 – 9:00 p.m., and September 4, 1-5:00 p.m. 


Orientation for all new students, boarding and day – September 5, 1:30 – 3:30 p.m.



Use the new Opening of School 2022 Guide to find detailed information about your expected arrival window, transportation and lodging information for students and families traveling to campus, and how you will spend your first days of the new school year.  


Take special note of the schedule for Monday, Sept. 5, which invites all parents and families to join us on campus for the Opening Day Celebration and Convocation Ceremony. 


If you are a new student interested in joining one of our preseason fall sports at the varsity level and would like to be put in touch with the head coach, please contact Jim McCarthy, director of athletics. 


If you are an incoming 12th grade or postgraduate student interested in the College Counseling Bootcamp and/or SAT Prep Class in August 2022, you can get more information and register here. 


The health registration process for 2022-2023 for new and returning students is completed through the Magnus Health online service and was due by July 15.  


More details can be found here (PDF) in a letter from the Health Center.


Parents/guardians who have any technical questions when accessing Magnus Health, completing the forms, or registering online, please contact Magnus Health directly at service@magnushealthportal.com or by calling 877-461-6831.


If you have any specific medical questions or wish to discuss confidentially any medical concerns regarding your child, please contact the Cheshire Academy Health Center Team via email at nurses@cheshireacademy.org or by calling 203-439-7280.


New students, along with their parents and guardians, are emailed initial recommendations for course placement once enrolled. This begins a dialogue which results in a student’s final course selection after all required courses and elective options are discussed. 


In the meantime, please review the graduation requirements and course descriptions in our 2022-2023 Curriculum Guide and make note of any questions that you might have. This will be helpful once an academic dean reaches out to you with recommendations. 



Summer reading and required textbook information will be made available on the My Cheshire portal. Families are responsible for purchasing textbooks independently and may purchase them from any supplier.