Cheshire Academy is excited to offer a new, merit-based Legacy Scholarship in the amount of $10,000 for children, grandchildren, and relatives of Cheshire Academy alumni. This scholarship, for 5-day and 7-day boarding students, is also available for 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. 

Eligible families may also apply for need-based financial aid. Interested students who have completed their admission application by February 1 and have been identified by the Admission Committee as a potential candidate for the Legacy Scholarship will be asked to further demonstrate their interest in attending Cheshire Academy by submitting a short, written essay.  Once awarded, the scholarship will be renewed annually as long as the recipient remains in good standing.

For additional information, you may contact Director of Admission Sara Lynn Leavenworth at saralynn.leavenworth@cheshireacademy.org, or 203-439-7400.