Every year, Cheshire Academy enrolls a diverse and promising student body from countless states and over 30 countries, resulting in a truly global experience for all students, as well as faculty and staff.

We recognize that committing to an independent school education is, financially, a significant decision for families. But as an internationally minded school dedicated to individualized support and challenging its students to maximize their potential, we do not want financial constraints to limit a family from pursuing their future here.

Many students interested in attending Cheshire Academy could be eligible to apply for a variety of merit-based scholarships. Criteria and requirements for each scholarship vary.

Review the information below about each of the scholarship programs available at CA. If you need additional information, you may contact admission@cheshireacademy.org, or 203-439-7250. Additional scholarships are also available; inquire about these opportunities too.

Need-based financial aid may also be an option for families who qualify based on criteria set by Clarity and the CA Financial Aid Committee (See Financial Aid below).

Cheshire Town Scholarship

(for students entering 9th grade)

Originating in 1938, The Cheshire Academy Town Scholarship is open to students from the town of Cheshire applying for the 9th grade. The winner of this prestigious award receives a full, four-year scholarship to attend Cheshire Academy. Partial scholarships are offered to runner-up applicants.

For scholarship consideration, the candidate must:

• • Be a resident of Cheshire having lived in town for a minimum of one year.
  • Complete a personal interview by Feb. 1.
  • Submit a completed admission application by Feb. 1.
  • Submit, by Feb. 1, an additional 400- to 600-word essay stating why they should be our next Town Scholar. Content may include a description of interests, qualities, or unique life experiences that may set the student apart from other students. Essays can be submitted to admission@cheshireacademy.org.
  • Complete the eighth grade by June 30, 2024.

Alumni Legacy Scholarship

(for students entering grades 9-12 or postgraduate year)

This merit-based scholarship is for children, grandchildren, and relatives of Cheshire Academy alumni. If awarded, families will receive $10,000 off the total cost of a boarding tuition. This scholarship, for boarding students, is also available to siblings of currently enrolled students entering grades 9 through 12 and postgraduate.

We take pride in the Academy’s long history of educating individual students by developing their confidence, character, and critical thinking skills, enabling them to thrive as global citizens. The Legacy Scholarship helps to ensure that this proud tradition will continue for generations to come.

A family who receives a financial aid award in their first year can expect to pay a similar amount of tuition each year that their child is enrolled at Cheshire Academy, assuming their financial circumstances do not change. Eligible families may also apply for need-based financial aid.

The Mi Corazon Foundation, Motter Family Scholarship

(for new boarding students from Canada entering grades 9-11 or a postgraduate year)

Throughout its long history, Cheshire Academy has been educating individual students by developing their academic and leadership skills, enabling them to further grow in and contribute to the school community and subsequently thrive in college and as global citizens. For more than two centuries, Cheshire Academy has also offered opportunities for students from around the world to join and experience secondary education in the United States.

For scholarship consideration, the candidate must:

• • Be a resident of Canada
  • Demonstrate financial need
  • Have a record of academic achievement and aspiration
  • Show leadership interest, experience, and potential
  • Complete a personal interview by Feb. 1.
  • Submit a completed admission application by Feb. 1.
  • Submit, by Feb. 1, an additional 400- to 600-word essay stating why they should be considered for the The Mi Corazon Foundation, Motter Family Scholarship. Content may include a description of interests, qualities, or unique life experiences that may set the student apart from other students.
  • Complete the eighth grade by June 30, 2024.

Please contact the financial aid office for details. Awards vary year to year based on availability.

Financial Aid

The goal of our financial aid program is to provide access to those who qualify for need-based financial aid and may not be able to otherwise afford to attend. Need-based financial aid is determined by Clarity and by Cheshire Academy’s Financial Aid Committee.

We awarded $5 million in financial aid for the 2023-2024 school year, with an average award of approximately $25,000. We invite families interested in receiving need-based financial aid to apply through Clarity by Feb. 1. More detailed financial aid directions are available on our Tuition & Financial Aid page.