ATHLETICS

Playing for Cheshire sets student-athletes up for success — in college and beyond, both on and off the playing field. Our alumni have gone on to compete at some of the top universities in the nation, in the Olympics, and professionally.

70%

OF THE STUDENT BODY PARTICIPATE IN ATHLETICS

20+

ATHLETIC offerings

38%

OF RECENT CA GRADUATES WENT ON TO PLAY IN COLLEGE

About Cheshire Athletics

The Cheshire Academy athletics program offers 17 competitive sports programs for boys and girls, as well as a range of non-competitive athletic activities. At the Academy, students participate in a competitive team sport for two of the three seasons (fall, winter, spring) of every academic year as part of an afternoon program.

Athletics is an important priority because it encourages all students to take pride in contributing to something bigger than themselves. Students not only build new relationships with classmates, they also learn how to work as a team and support one another, they struggle and succeed together in new or higher-level challenges, and they continue to be lifelong learners through these afternoon activities.

Seasoned coaches with experience at the collegiate, semi-pro and pro levels lead many Cheshire Academy teams. In addition, coaches and assistant coaches are members of the faculty–athletes themselves–who are passionate about sports and the teams they lead.

Cheshire Academy has won more than 15 athletic championships over the last 10 years.

Cheshire Academy alumni have gone on to play at various colleges in recent years, including Brown University, Bucknell University, Colgate University, Columbia University, Dartmouth University, Fordham University, Harvard University, College of the Holy Cross, LaFayette University, University of Michigan, Princeton University, Stanford University, The University of Alabama, Worcester Polytechnic Institute, and Yale University.

At the professional level, our graduates have competed in the LPGA, NBA, NFL, and the Olympics.

Athletic Schedule

Date Sport Opponent Time Location
Oct 18, 2025 Soccer - Varsity (B) Wilbraham & Monson Academy
1:00PM Home
Oct 18, 2025 Volleyball - JV (G) Suffield Academy
2:30PM Home
Oct 18, 2025 Volleyball - Varsity (G) Suffield Academy
2:30PM Home
Oct 18, 2025 Soccer - JV (B) Wilbraham & Monson Academy
1:00PM Home
Oct 22, 2025 Soccer - Varsity (B) Hopkins School
4:00PM Home
Oct 22, 2025 Soccer - JV (B) Hopkins School
2:00PM Away
Oct 22, 2025 Soccer - Varsity (G) Berkshire School
3:30PM Away
Oct 24, 2025 Football - Varsity Salisbury School
6:00PM Home
Oct 24, 2025 Volleyball - Varsity (G) The School of the Holy Child
5:00PM Away
Oct 24, 2025 Soccer - Varsity (B) Rye Country Day School
4:00PM Away
Oct 25, 2025 Soccer - Varsity (G) The Gunnery School
2:30PM Home
Oct 25, 2025 X Country - Varsity (B + G) Williston Northampton School
2:30PM Away
Oct 27, 2025 Soccer - Varsity (B) Wooster School
4:30PM Home
Oct 29, 2025 X Country - Varsity (B + G) Millbrook School
3:00PM Away
Oct 29, 2025 Soccer - Varsity (B) Kingswood-Oxford School
3:30PM Home
Oct 29, 2025 Soccer - JV (B) The Gunnery School
3:00PM Away
Oct 29, 2025 Volleyball - Varsity (G) Wilbraham & Monson Academy
3:00PM Away
Oct 29, 2025 Volleyball - JV (G) Wilbraham & Monson Academy
3:00PM Away
Oct 29, 2025 Volleyball - Thirds Rumsey Hall School
3:15PM Away
Oct 29, 2025 Soccer - Varsity (G) St. Thomas More School
2:00PM Home

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