Clubs & Activities

There is always something to do at Cheshire Academy! The number of clubs, activities, student publications and performance groups is extensive and often grows or changes to meet the interests of the students. There truly is something for everyone.

Afternoon Activities

Leadership Activities


The Afternoon Program is a part of our philosophy at Cheshire Academy, and is as important and inclusive as the academic, social, and residential facets of each day. We strongly believe The Afternoon Program helps each student to acclimate and take pride in contributing to something bigger than themselves. By incorporating the Eight Pillars of Bowden in to our daily language both on and off the fields, it’s our mission to teach life lessons through each afternoon program we offer our students.

Below you will find a list of all non-competitive afternoon activities offered in The Afternoon Program, followed by a link to our competitive athletic offerings, which must comprise two out of three seasons for each student. Some afternoon programs qualify as competitive athletic offerings; please inquire with the Dean of Students and Athletics.

If you have any questions about the below afternoon activities, please contact the athletic office at 203-439-7242.

The Varsity Players is Cheshire Academy’s student theater troupe. Three times a year, the Varsity Players put on a fantastic show that gets students involved in all aspects of the theatrical world, ranging from acting, singing and dancing to set design, lighting and costumes. Students may choreograph the musical, select musical accompaniments, and even secure the student musical troupe to fill the pit, depending on their interests. The Varsity Players is open to committed actors as well as to burgeoning artists. It is one of several components that make up Cheshire Academy’s outstanding theater program, and students interested in pursuing theater as a career option are encouraged to enroll in the IB Theater course, as well.
Cheshire Academy values giving back to the community, which is why we allow students to substitute one competitive-athletics offering for a season of immersive community service. From recycling to our annual blood drive, participants in the community service afternoon activity know that they’re making a difference. In addition, students are welcome to suggest community service projects for the community service afternoon activity, Since this activity is part of The Afternoon Program, the proposed community service project must be substantial and require a minimum of four hours a week.
The annually published Rolling Stone, Cheshire Academy’s yearbook, is a herculean project produced by a committed team of students and their faculty coaches. In honor of the amount of effort and teamwork needed to produce a quality document of 100+ pages, participants in the yearbook may substitute one competitive athletic offering to join the club. Student participants may photograph campus events, format yearbook pages, and write copy for selected images. In addition, students are responsible for choosing pictures for the yearbook and organizing content for pages, which may include working with seniors, parents, and community partners.
This select group of students works closely with our Strategic Marketing & Communications team to tell the story of Cheshire Academy. Interns are involved in blogging, social media, photography, videography, graphic design, and live streaming our major events on campus. Visit our channels online to get a taste of life at Cheshire Academy.
Leadership opportunities at Cheshire Academy can be found in the academic program, as well as outside the classroom. Every day, teachers, coaches, advisors, dorm parents and even department heads call on students to be leaders of group activities, projects and events. In these roles, students take on significant responsibilities and their actions greatly contribute to the strong sense of community at the Academy.

The main student governing body is the Student Leadership Council that is comprised of class presidents, a postgraduate representative, and leaders of the National Honor Society, Ich Dien Society, Captains Council and International Students Association. They meet regularly with the Associate Dean of Students to give advice and support to administrators, faculty, staff and students. Other leadership opportunities include prefects, class officers, peer counselors, Ich Dien Society, athletic team captains and more.

Certain leadership opportunities hold a formal application process, such as Prefects, Peer Counselors and the Citizenship Committee, which are chosen by faculty. Other leadership opportunities, like the Ich Dien Society, hold student elections for key leadership positions. Below are some of the ways you can get involved as an Academy Student Leader.

At boarding schools like Cheshire Academy, the Admission Ambassadors serve a huge role in the life of the school. Admission Ambassadors meet prospective families, give campus tours, participate in panel discussions, and work with various departments on campus for special projects. However, their main responsibility is to share the Cheshire Academy experience with prospective students and families. Their time and effort give prospective families a taste of the authentic Cheshire Academy experience is vital to the life of the Academy.
Each team typically designates two or three individuals on the teams as captains. Captains typically have demonstrated strong leadership, knowledge and skill within the sport, ability to work with team members and serve as a motivator within the team. Assuming the this leadership position means acting as a role model for teammates, assisting coaches with practices, encouraging teammates and more.
Made up of all varsity captains, this group meets with the athletic director and the deans to discuss issues that go on with the teams and how they can be more helpful in leadership situations on campus. The captains are charged with promoting team and school spirit opportunities and working together to present the final memories of the season at the three sports banquets. Captains are essentially extensions of the athletic department and coaching staffs, and are expected to be leaders in our community, both on and off the fields and courts.
The Ich Dien society is a student-run community service organization. As a group, the students run two annual blood drives, a Pennies for Patients drive to fight childhood leukemia, and a school-wide Breast Cancer Awareness campaign during parents weekend to support the Play for the Cure National Foundation for Cancer Research. This gives students a way to help their local community as well as the greater global community in which they live.
The International Student Association (ISA) is an organization committed to providing a caring and supportive environment for Cheshire Academy students from around the world. Students plan activities, create conversations, celebrate the global Academy community, and reach out to the Cheshire town community through service learning.
Cheshire Academy’s peer counselors are a select group of students who understand the culture of the Academy and have been trained to help new students adjust to boarding school. Working with the Academy’s director of counseling, these students each work closely with both new students, and anyone in need of help. They are expected to be role models within the community.
National Honor Society (NHS) is more than just an honor roll. The NHS chapter establishes rules for membership that are based upon a student’s outstanding performance in the areas of scholarship, service, leadership, and character. These four criteria for selection form the foundation upon which the organization and its activities are built.

Scholarship: students who have a cumulative grade point average of 3.33 or higher (with an Honors, IB or AP course) or 3.66 or higher (without an Honors, IB or AP course ) meet the scholarship requirement for membership. “These students are then eligible for consideration on the basis of service, leadership, and character.”(NHS Constitution, Article IX, section 2)

Service: This quality is defined through the voluntary contributions made by a student to the school or community, done without compensation and with a positive, courteous, and enthusiastic spirit.

Leadership: Student leaders are those who are resourceful, good problem solvers, promoters of school activities, idea-contributors, dependable, and persons who exemplify positive attitudes about life. Leadership experiences can be drawn from school or community activity while interacting with or for others.

Character: The student of good character upholds principles of morality and ethics, is cooperative, demonstrates high standards of honesty and reliability, shows courtesy, concern and respect for others and generally maintains a good and clean lifestyle. The Cheshire Academy chapter also uses the Pillars of Bowden as standards of good character.

One of the highest offices of student leaders at the Academy, Prefects play an important role in the residential program. A position for juniors or seniors, Prefects work to uphold community standards in the dorm, positively add to the boarding school program and model good citizenship.
Members of the Citizenship Committee are elected to their positions for their history of upstanding citizenship at Cheshire Academy. These students sit on disciplinary committee meetings and help determine consequences for violations of Cheshire Academy’s disciplinary code.
This is the premier performing group of the music department, performing approximately 8-12 concerts a year, both on and off campus. This group practices twice a week and sings a mix of songs from classical to pop to jazz, both a cappella and with accompaniment. To learn more about our music program, visit our performing arts page.
All students who are interested in chess are invited to gather and play together, regardless of skill level. Those who don’t know how to play chess can learn about the game and gain valuable skills while having have fun after a busy school day.

The objective of the Chinese Culture Club is to introduce and promote Chinese culture in Cheshire Academy community, increase culture awareness and provide experiences for diversity.

Chinese Culture Club provides a fun and immersive environment to learn about Chinese traditions. No capacity to speak Chinese language is required, just a genuine interest in exploring the Chinese culture. The students will learn Lion dance, Tea ceremony, Majiang Brush Painting and more!

The Coleman Group is an action-oriented association of dynamic women who create a positive environment of experience and learning, enrich the lives of young women, and provide support to advance the mission of Cheshire Academy. Each year, the Coleman Group sponsors two major symposiums, hosts six informal “Girl Talk” meetings, and a senior recognition reception and pinning ceremony.

Diversity Club embraces different cultures and strives to create a world with better understanding and open-mindedness. We build connections with each other and whomever to initiate well informed and meaningful conversations. We welcome all and encourage everyone to join.


The Den is where all of the CA community can come together and support one another. Going to sports games, school performances, fundraisers and making the weekends one to remember. Our purpose is to get the events lit and to support our fellow classmates. We look forward to getting to know the community in a new light and seeing how much school spirit every one of you has. Let’s make this year a good one! GO CATS!!


The Eco-Leaders work to advance issues of sustainability on the Cheshire Academy campus and community through an ecological and economical lens. Through example, education, and activities, they work to reduce waste, improve resource management, and build 21st century environmental leaders.


We work on Sundays at noon.
Activities include:

  • Planting or weeding around campus (and other projects facilities asks us to help out with)
  • Building and maintaining the community garden on campus
  • Volunteering at a local greenhouse/nursery
  • Planting and caring for seedlings in JJW room 101
The Gay/Straight Alliance is a group of students who are allies for those who not only identify as Gay or Transgender, but who identify as a minority. The GSA sponsors social and educational events that celebrate diversity and individual differences. The group is a member of True Colors and GLAAD: statewide organizations that provide resources and support to GSA’s.
This group is open, without audition, to any instrumentalist or vocalist. The repertoire ranges from Traditional Jazz, to Blues, R&B, and Rock music styles.  The ensemble performs twice each year for the Winter and Spring concerts, and is available for smaller performances on and off campus.
Cheshire Academy’s literary magazine is published annually each the spring. Students are invited to submit their creative works, including poetry, short stories, drawings, photography and more.

The Library Advisory Board (LAB) gives students an opportunity to have input into the library and its collection, services, and programs.


The CA Math Club meets weekly to practice a range of questions in preparation for high-level math contests, designed to challenge even the most gifted high school mathematician. Representatives from the Math Club participate each year in regional, national, and internationally recognized contests and competitions, including the American Math Competition (AMC), The Math League, the Harvard-MIT Math Tournament, and the Math Majors of America Tournament for High Schools (MMATHS) at Yale.

MODEL United Nations
Model United Nations is an academic simulation of the United Nations through which delegates debate, collaborate and attempt to solve wide-ranging international issues of immense importance. In so doing, participants develop skills in diplomacy, cooperation, and critical thinking that motivate lifelong global citizenship. Cheshire Academy’s Model United Nations group travels to Yale’s MUN conference each January.

Origami Club is for anyone interested in learning the art of paper folding. We create and decorate at all major holidays/events celebrated at CA as well as fold just for fun!


An animal outreach club that allows students to volunteer at local animal shelters and fund raise for goods.


“The Paw Print,” is the Cheshire Academy student run newspaper written by the students, for the students. Writers have the choice of writing about a wide variety of topics such as politics, world news, sports, upcoming holidays, and more!

Led by master level pianist Eun Joo Lee, students take part in guided individual practices and share master class style sessions with other students periodically. Individual students perform at the honors recitals that happen at the end of each semester. This club provides a great supplement to our music program.
The Cheshire Academy Snowsports Club gets together Mondays-Thursdays and head to the Mount Southington ski area located just fifteen minutes from campus. Seasoned skiers and snowboarders, as well as those just starting out, are welcome to join. Prior to the season, the team heads to a local ski shop to either purchase or rent equipment for those who need it.

The STEM Club provides the opportunity for meaningful STEM learning and for students to engage in science, technology, engineering and math in multiple ways and in a supportive and fun environment.


The club plays strategy board games, primarily Axis & Allies and it variants, but is open to playing other strategy games. We meet on Sundays at noon in the Dining Hall.

Students in this group rehearse twice a week and play a variety of music including show tunes, holiday music, classical and Broadway. They perform at the annual Winter Reception for alumni, parents and guests, as well as at smaller events both on and off campus. This club acts as a supplement to our music program.

Student Activities Club meets to help organize, provide inspiration for, and support the weekend activities for students on, and off, campus. Members also participate in preparing for and attending special events throughout the year, such as the Pillar Events, Community Dinners, holiday events, and Winter Blues.


The tea club is about the culture of enjoying tea and tasting teas from around the world. Together we drink tea, but especially we enjoy the chance to relax, drink tea and listen to music at the end of a busy week.

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