Meeting students where they are and taking them beyond where they imagined possible.

Cheshire Academy is one of the oldest private schools in Connecticut and was founded over 220 years ago in 1794. Our rich history informs and influences our educational philosophy: we are an inclusive, student-centered school dedicated to helping all students achieve their absolute best. Cheshire Academy provides strong art, academic, college counseling, and athletic programs in order to ensure that all students have the tools they need to succeed.

Please feel free to explore more of what Cheshire Academy has to offer through our website. We’ve included some quick links to the information we believe you’ll find most useful above, and to the right you will find contact information for the admission office.

If you’re not sure who to email, please feel free to reach out to our general inbox. We hope that once you are finished exploring our website, you will schedule an in-person visit or attend one of our open houses. We look forward to meeting you and your family!

Admission Office

List of 9 members.

  • Scott Pottbecker 

    Associate Head of School and Director of Admission
    Phone: 203-439-7247
    Read Bio
  • 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
    Read Bio
  • 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
    Read Bio


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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