The day student population of at Cheshire Academy represents about 35 percent of the school. Day students and their families are a vital part of the Academy community. Parents of day students are invited to get to know their children’s advisers, and to encourage their children to take full advantage of the Academy’s academic, athletic, and social life.

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  • Day Student Life

    Many day and boarding students develop strong friendships that last well beyond their time at Cheshire Academy. In addition to bonding during classes, sports and activities, day students often host boarding students at their homes during the shorter vacations, or even just for a weekend away from campus. Similarly, day students are able to spend a night on dorm with boarders and get a taste of dorm life.
Many day students spend time with our boarders, taking advantage of weekend and evening activities, like “Fire-pit Fridays” by the turf field cheering on our teams, trips to movies and shopping centers in the area, dinners out, or even just hanging out at the Student Center for an evening of foosball and television.

Some activities, like our Community Weekends, are required for day students, as these weekends are designed to build community and school spirit. Day students are encouraged to attend Community Dinners with our boarding students and faculty, though these are not required.  

Tara '18

Eighth Grade Going on College
Tara is determined to get the most out of her Cheshire Academy experience. From varsity sports to exciting extra curricular activities (like writing for the student-run blog, the CA Scratchup), Tara takes commitment to the next level.
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Eighth Grade Program | Day Student | Athletics

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Cheshire Academy
10 Main Street
Cheshire, Connecticut 06410

MAIN PHONE: 203-272-5396
MAIN FAX: 203-250-7209
ADMISSIONS OFFICE: 203-439-7290
ADMISSIONS FAX: 203-439-7601
ATHLETICS OFFICE: 203-439-7242 
DEVELOPMENT OFFICE: 203-439-7307
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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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