Travel around the world (and the country) with our Community Life Program

The quintessential boarding experience is about a cultural exchange of knowledge and ideas. While Cheshire Academy welcomes a large number of students from a range of countries in order to facilitate such an exchange on our 104-acre campus, it's also important for students to travel and learn by doing.

We offer a number of trips, both for international students to learn about and visit historical sites in the United States, and for domestic students to experience life abroad. 

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    Spring Break trips offer students the opportunity to not only visit domestic locations, but also experience foreign countries. With a focus on community service as well as educational programs, students have traveled to places like Washington, D.C.; France; Peru; and Spain.

    Some varsity athletic teams at Cheshire Academy often participate in
    spring training trips. Past locations have included the ESPN Wide World of Sports in Orlando, Florida; Nashville; and Costa Rica, Tennessee.

    During a trip to Peru, students participated in a community service program. They worked with children, helped build homes, enjoyed local food, took a zip line, and hiked the mountains to Machu Picchu. Additional trips to Paris, France are often offered through the International Baccalaureate® Program with a focus on literature and history.

    Thanksgiving is often a chance for international students, who hail from more than 30 different countries, to visit cities in the United States and spend that time growing connections with other students and faculty, engaging in fun activities and visiting historic landmarks.

    A trip to Boston might include:
    • Boston Celtics Basketball game with player meet-and-greet
    • Campus tours of Harvard, MIT, and BU
    • Rock climbing
    • Boston City Duck tours
    • Freedom trail tour
    • Shopping and dinners

    Other Thanksgiving trips have included excursions to California, exploring San Francisco, Los Angeles, and San Diego.

    Another travel opportunity for all students is courtesy of the annual Rizzolo-Larson Venture Grant, which offers up to $5,000 in funding for travel and study during the summer. A select number of grants are given out annually, and students must write proposals and complete an application process. Past projects have included exploring the film industry in Hollywood California, creative projects at the Art Institute of Chicago, and the study of art history in Spain. Recipients must work on their projects during the summer months and present their experiences in the fall through an all-school presentation.

Where would you most like to travel? Let us know!

Jordan Smith


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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