On Campus Events

Cheshire Academy boasts a beautiful, 104-acre campus less than a half hour from New Haven (home of Yale University) and an hour and a half from New York City. We encourage families to visit our historic campus for Admission events which include open houses, in-classroom visits, and discussion panels with current students and faculty.

List of 4 events.

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On The Road Events

Admission Officers travel around the world to meet with students interested in applying to Cheshire Academy. Upcoming off-campus events, such as secondary school fairs, are listed below. If your town is not on the list, please contact us to arrange a visit to your area by an alumni representative or admission officer.

Admission Office

List of 8 members.

  • Nathan Wright 

    Director of Enrollment Management
    Phone: 203-439-7247
  • Sarah Thompson-Kablik 

    Director of Admission & Financial Aid
    Phone: (203) 439-7404
  • 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
  • Laura Smith 

    Admissions Assistant
    Phone: (203) 439-7465
  • Heidi Weed 

    Admissions Assistant
    Phone: 203-439-7290

Connect

Cheshire Academy
10 Main Street
Cheshire, Connecticut 06410

MAIN PHONE: 203-272-5396
MAIN FAX: 203-250-7209
ADMISSION OFFICE: 203-439-7250
ADMISSION FAX: 203-439-7601
ATHLETICS OFFICE: 203-439-7242 
DEVELOPMENT OFFICE: 203-439-7307
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About Cheshire Academy

List of 1 items.

  • The Student-Centered Private School in Connecticut.

    We put the unique needs of every student first. That’s why we offer a flexible program that allows students to mix academic course tracks with athletics and/or fine arts programs, according to their needs and interests.
    Students can stretch their intellectual boundaries by taking one of 20 advanced International Baccalaureate® Diploma Programme courses, or practice new skills by participating in a range of afternoon programs including; athletics, fine arts, and performing arts. We are also the only Connecticut private school to offer one-on-one student coaching through our Roxbury Academic Support Program.
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