Events and Travel

Reconnect with Cheshire Academy at one (or more) of the many exciting events held by our Alumni and Development Office, both on and off campus. From alumni sports games and Coleman Group symposiums to receptions held around the world, there are events that speak to every alum.

Want to host an event in your hometown? Looking to meet up with someone from the Alumni and Development Office while they are on the road? Contact us and we will help you make it happen.

Request a Visit

The alumni office is always on the road! To request a visit in your area or to sign up for notifications when alumni office members are in your area, fill out this form.

Interactive Travel Map

Upcoming Alumni Events

List of 5 events.

  • 40 under 40; Napoli Brooklyn

    Mingle with Cheshire Academy alumni, enjoy some local food, and see great theater, at the Long Wharf Theatre in New Haven.
    Location: Long Wharf Theatre
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  • Cheshire Academy in California

    Head of School John D. Nozell, Director of Development Barb Davis P '17 '18 '20, and Director of Alumni Relations Christian Malerba '04 will be visiting the Los Angeles and San Francisco area to meet with alumni and parents.
    Location: Los Angeles & San Francisco
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  • Reunion Weekend

    The annual Reunion Weekend kicks off on May 12, celebrating class years that end in '02 and '06.
    Location: Campus wide
  • Reunion Weekend

    The annual Reunion Weekend kicks off on May 12, celebrating class years that end in '02 and '06.
    Location: Campus wide
  • Family Weekend/Homecoming

View Full Calendar

Alumni Photos


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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