Student Life at
Kent School

At Kent School, student life is a vibrant blend of academics, athletics, and personal growth. From fostering healthy lifestyles through sports to cultivating meaningful connections each day, our programs inspire confidence, teamwork, and joy.

Kent School children studying in the hallway together

Every morning at Kent School starts with a personal connection.

Experience the warmth of our community from the moment you arrive. Learn how our Morning Greeting sets the tone for every student's day.

Athletics

SGA

Dress Code

School Store

Promoting a Healthy Lifestyle

Kent School Athletics

Designed to foster a competitive and age-appropriate atmosphere, the inter-scholastic athletics program promotes physical fitness, good sportsmanship, skill development and personal responsibility. While students are encouraged to set individual goals, the school’s primary goals for every child are to contribute to the team and to have fun.

Students in grades five through eight may participate in Kent School’s interscholastic sports program. Students may participate in co-ed soccer, co-ed field hockey, girls’ basketball, boys’ basketball, girls’ lacrosse and boys’ lacrosse. Basketball season is open for fifth graders to practice only, as games are limited to sixth through eighth graders; however fifth graders are encouraged to watch the games with parental supervision.

Kent School SGA 2025 School Year

Student Leadership Opportunities

Kent School’s Student Government Association provides opportunities for Middle School students to take on leadership roles. Class representatives are elected in Fifth and Sixth Grades while Seventh and Eighth Grade students are elected to the offices of Secretary, Treasurer, Vice-President and President. The SGA coordinates community service projects, small fundraisers and social events throughout the academic year.

Reflecting Respect for Our School

Parents and students should read our Handbook for specific dress code rules.

Students in First Grade through Eighth Grade are asked to comply with our guidelines which generally require khaki, navy or black chino shorts, pants, skorts or jumpers and navy, light blue, red or white collared shirt and brown or black shoes. Athletic shoes that are predominately navy, white or black are also permitted.

Students are permitted to wear fleece or jersey outerwear if it is embroidered with the Kent School logo.

The Kent School Store

Shop our updated Online School Store for Kent School branded sportswear and accessories. There are updated styles for students, parents and alumni.

Orders may be picked up at Kent School (no shipping fee) or delivered to an address of your choice. (shipping fees will apply.)

Kent School News

Navigating Friendship Conflicts with Care 

Friendship conflict can be one of the most painful parts of growing up, especially during the middle school years. In this thoughtful piece, Kent School’s Dean of Students explores the difference between bullying and social conflict, why accountability matters, and how schools and families can work together to help children navigate difficult friendships with empathy, courage, and care.

Academic Progress Report 

At Kent School, academic excellence and joyful childhood are not competing priorities. Through hands-on instruction, outdoor play, reduced screen time, and a thoughtful balance of rigor and creativity, students are developing the confidence, curiosity, and critical thinking skills they need to thrive.

There Is More Here

Families searching for a private school in Chestertown, Maryland are often looking for more than academics alone. At Kent School, students are known, challenged, encouraged, and given room to experience the joy of childhood while building confidence, curiosity, and critical thinking skills.

Follow us on Social!