Chesterton Academy of Annapolis


Realize Your Full Academic Potential

Our integrated, classical curriculum will prepare you for college—and for life

At Chesterton Academy, our students enjoy a cohesive, content-rich education. They benefit from a broad exposure to many different disciplines, which helps them expand their interests and their ability to think critically.

The Chesterton Academy model begins with a classical, integrated curriculum. You’ll read Homer, Plato, Aristotle, Euclid, Virgil, Dante, Chaucer, Shakespeare, St. Francis of Assisi, St. Thomas Aquinas, St. Teresa of Avila, Dostoyevsky. . . and G.K. Chesterton. Chesterton students study the Old Testament, the New Testament, and the Catechism of the Catholic Church. History, literature, philosophy, and theology are braided together. The sciences and the humanities are also intimately connected, so that the logic of math is seen in philosophy, and God’s handiwork is seen in the sciences.

Faith and reason meet in every class.

Equal emphasis is given to the arts, so that every student learns to draw and paint, sing in the choir, act on the stage, give speeches, and engage in debate. Each year builds on the previous, so that by the end of senior year, students develop into articulate, clear-thinking, well-rounded, and, very importantly, joyful

Nothing could be a better preparation for success at college. Our classically-educated students fare very well on standardized tests and college admissions. Yet our mission does not end with merely getting students into college. We are preparing them for life, which includes finding their vocation. A Chesterton Academy education helps students discern and follow God’s calling for their lives.



Click here to listen to Bill Cleary’s interview with Guadalupe Radio.



Chesterton Academy of Annapolis
appears in the November-December
issue of Defend Life newsletter.



Comments from parents:

Grace came home yesterday and said, “Mom, I just LOVE my school!  I cannot even explain it. Like, I’m sad that I only get one more year here!”  I said, “What is the most important thing that you like about your school?” And she replied, “It’s the people, the curriculum, the discussions and the holiness.  I seriously don’t want to leave at the end of the day to come home!

This was a marvelous open house!  Matthew said “I feel at home here!”  I got to meet so many nice people and share in their experiences about being at the school and how these few weeks have impacted their children!  That is so wonderful to hear, especially as I shared my child’s school experiences and how he felt after his shadow at Chesterton!  Thank you so much!  We look forward to applying!  God bless, Maria

Comments from universities:

“I wanted to follow up this week and thank you for making space in Chesterton Academy’s schedule for me to come visit. I was really impressed not only with the manners and comportment of your students, but also (and above all) with their ability to ask questions. I have no doubt that such a vibrant student body will continue to grow and thrive in the years to come. I am glad to have witnessed it first hand!”  Dr. Christine Basil, Faculty in the Honors College at Belmont Abbey



Chesterton Academy of Annapolis is a member of Chesterton Schools Network: