Visiting & Events

Visiting Campus

We welcome prospective students and their families to visit our campus!

To schedule a visit to Cheshire Academy please call 203.439.7250

Prospective families who are unable to visit Cheshire, CT are welcome to schedule a Skype interview or view our on-the-road schedule to learn if we will be visiting your area.

Below are some tips and guidelines for visiting campus, along with information about the types of visits available for prospective students. 

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  • What to Wear

    While on campus, we encourage visiting families and students to dress comfortably, even for the interview. However, Cheshire Academy does have a dress code, and visiting students often don attire similar to the dress code in order to feel comfortable during their campus visit.

    On Fridays, students dress in "blues and grays" - a school tradition dating back to the Civil War era. Students wear gray slacks or skirts with white collared shirts and navy blue blazers.
  • Where to Start

    Prospective families start their visit in Beardsley House, home of the admission team. Visitor parking spaces are located in the parking lot to the right of the building.

    Our admission team provides an itinerary for visitors, which may include a tour with an admission ambassador, a current student at the Academy.
  • Interview

    Interviews generally take about 45 minutes to an hour and are held in Beardsley House. While each interview is different, our goal is always the same: to get to know each student as an individual. We generally ask questions about the student’s interests, goals, and experiences.

    Although there are no standard questions, if you would like to prepare for the interview we encourage you to think deeply about the following topics:
    1. Do you have a subject, hobby, or interest? If so, what about that activity engages you? Why do you enjoy that activity?
    2. Is there a skill or subject area that you want to get better at? Try to think about specific things you’re excited to learn. For example, instead of just getting better at history, perhaps you want to learn more about the airplanes used in World War I because you are also interested in engineering.
  • Shadow a Current Student

    Accepted students may want to shadow a current student for a half day. Visiting students are welcome to attend lunch and classes with the current student they are shadowing.

    Most shadowing appointments occur Monday-Friday at the following times:

    We also offer the option to shadow an entire day of classes and activities. Please email to set up a time to shadow a current student.
  • Admission Blog

    We know that the admission process is extensive and many students have questions before their first campus visit. We encourage students to visit our admission blog, The Boarding School Blog, for tips and insight about the admission process.


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

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  • 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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