Many students come to Cheshire Academy knowing they love the arts; others discover their passion while attending. All of our students experience the process of creating art and learning to be more imaginative in solving problems — whether it’s in the keyboard lab using technology to build new sounds, the digital photography studio exploring shooting and editing techniques, or on stage developing dramatic tone and movement. The arts teach you many lessons; at Cheshire Academy, you’ll learn that problems often have more than one solution, and you’ll see that there are many ways to look at and interpret the world. As you work in the Fine and Performing Arts Department, from painting to piano, you will likely encounter unanticipated possibilities.

With our campus located just 20 minutes away from both New Haven and Hartford, Cheshire Academy students have an array of opportunities to catch performances and exhibits outside of the community. Class field trips and weekend evenings out might include a trip to the following venues:
  • Long Wharf Theater
  • Broadway Theater Works
  • The Bushnell
  • Hartford Stage
  • Shubert Theater
  • Yale Repertory Theater
  • The Wadsworth Atheneum
  • Yale University Art Gallery
  • Yale Center for British Art
Alumni Artists

Cheshire Academy celebrates a long history of esteemed artist alumni, dating back to famous American painter, writer and printmaker and alum Rockwell Kent (1882-1971) and colonial-era furniture maker Lambert Hitchcock (1795-1852) known for the iconic ‘Hitchcock Chair.” More recently, many of our alumni have pursued careers in the visual arts, more such as Andrew Fezza ’72, celebrated fashion designer and entrepreneur, who is often described as the “Giorgio Armani of America.” PJ Yesawich ’01, independent creative director and visual artist, recently directed and produced an ad for Samsung Mobile and a 2013 Super Bowl commercial. Renowned sculpture Robert Perless '55 continues to produce stunning works of art that grapple with "the energy latent in the world.” Light, transformations and motion characterize his sculptural and architectural body of work.

Department Faculty

List of 6 members.

Upcoming Art Events

List of 4 events.

  • Artist Reception - Ben Westbrock

    Location: Kohn-Joseloff Gallery
  • Artist Reception

    Location: Kohn-Joseloff Gallery
  • Artist Reception

    Location: Kohn-Joseloff Gallery
  • Artist Reception - Debbie Heese

    Location: Kohn-Joseloff Gallery
View Full Calendar


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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