Hello and thank you for inquiring! This detailed pre-application inquiry form is the first step in starting your Cheshire Academy application. Once you have completed this form, the Admission Office will email you with a username and password so that you can start and save your application to the Academy.

If you have any questions about this process, please contact admission@cheshireacademy.org. If you already have your MyCheshire username and password, you may log in to complete your application at cheshireacademy.org/mycheshire

Contact the Admission Office

List of 9 members.

  • Scott Pottbecker 

    Associate Head of School and Director of Admission
    Phone: 203-439-7247
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  • Sarah Thompson-Kablik 

    Director of Financial Aid, Senior Associate Director of Admission
    Phone: (203) 439-7404
  • Nathan Sanders 

    Associate Director of Admission
    Phone: (203) 439-7239
  • John Toffey VI 

    Senior Associate Director of Admission, Director of Hockey and Head Coach of Varsity Baseball
    Phone: 203-439-7208
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  • Katherine Keogh 

    Admission Associate and Head Coach of Varsity Girls Soccer and Varsity Girls Lacrosse
    Phone: (203) 439-7621
  • Devin Worthington 

    Admissions Associate
    Phone: 203-439-7211
  • Jeffrey Allen Sr 

    Admission Associate and Girls Head Basketball Coach
  • Stacy Monico 

    Administrative Assistant to Admission Office
    Phone: 203-439-7290
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Cheshire Academy
10 Main Street
Cheshire, Connecticut 06410

MAIN PHONE: 203-272-5396
MAIN FAX: 203-250-7209
ADMISSIONS FAX: 203-439-7601
ATHLETICS OFFICE: 203-439-7242 

About Cheshire Academy

List of 1 items.

  • The student-centered private school in CT

    Cheshire Academy is a boarding school in Connecticut that challenges students in grades 9-12 and Post Grad to discover and hone their unique talents. This college preparatory school offers personalized learning opportunities like the Roxbury Academic Support Program and the IB Program. Artists can benefit from the Art Major program, while high school athletes can benefit from competitive athletics. Overall, students at the private school are encouraged to become culturally sensitive and internationally minded, and develop the critical thinking skills, confidence, and character that enable them to succeed in college and as citizens of a global society. 
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