What are the opening hours?

Monday 8am - 4pm Tuesday 8am - 4pm Wednesday 8am - 4pm Thursday 8am - 4pm Friday 8am - 4pm

Chesterton Academy of Annapolis

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United States
Annapolis, MD
Chesterton Academy of Annapolis

A rigorous four-year high school curriculum taught through the lens of the Catholic faith

09/08/2026

Happy feast of the Nativity of the Blessed Virgin Mary!

Thank you to all of those who came out to our Chesterton Mom’s Tea & Coffee for fellowship and a talk of the lives of G.K. Chesterton and his wife, Frances.

Thank you to Abby El-Fakir for the inspiring talk!

09/04/2026

Interested in becoming a Knight? Shadow Days at CAA start in just a couple of weeks! Register for a Shadow Day or an Open House below or at the link in our bio!

https://www.chestertonacademyofannapolis.org/events

09/02/2026

Calling all 8th grade parents! Open House registration is open. Please join us for a morning to learn more about Chesterton, sit in on some classes, and to meet our Headmaster and teachers.

You can register here or at the link in our bio. We hope to see you there!
https://www.chestertonacademyofannapolis.org/events

08/28/2026

Happy feast day, House Augustine!

St. Augustine - philosopher, bishop, and Doctor of the Church is one of the most influential minds in the history of the Church. His writings on grace, truth, and the human heart’s longing for God still shape how we think, pray, and teach today. May we seek to imitate him in our relationship with God and in our search for the Truth.

“To fall in love with God is the greatest romance; to seek him the greatest adventure; to find him, the greatest human achievement”. - St. Augustine

St. Augustine, pray for us!

08/27/2026

Congrats to our men’s soccer team on starting off their season strong with a 4-1 win against SJI! Thank you to all of those who came out to support!

Come support the men’s soccer team at their next game tomorrow at 4:15pm, and our women’s volleyball team at their first game of the season TODAY at 4:30pm. Go Knights!

08/25/2026

Yesterday we celebrated our first day having all of our students back on campus and being Newman Guide recommended with our school picnic!

Thank you to Funnel Fare for sponsoring our event! https://funnelfare.com

08/21/2026

Today at orientation, our new students and parents got a warm welcome from our faculty and house prefects. Our new students have prayed our school prayer and sung our school song for the first time as Chesterton students, and we are looking forward to the year ahead!

Dear Heavenly Father,
We thank You for providing Chesterton Academy. Help it to grow and flourish according to Your Holy Will. We ask Your blessing upon the students and their families, the staff and teachers, the founders and benefactors, and all who help support Chesterton Academy with their time and talents. May we all grow to love You more and spread the Gospel of Life to the world. May all praise and thanksgiving be given to You through our efforts.
Jesus, I trust in You.
Mary, cause of our joy, pray for us.
Amen.

08/20/2026

Our Headmaster, Mr. Thoits, and the rest of Chesterton Academy of Annapolis are thrilled to announce that we have been recommended in The Newman Guide! The Newman Guide is published by The Cardinal Newman Society, a national organization that promotes and defends faithful Catholic education.

You can view CAA in the Newman Guide and learn more here:
https://cardinalnewmansociety.org/the-newman-guide/catholic-schools-recognized-in-the-newman-guide/

08/18/2026

We are excited to welcome our teachers and students back to Chesterton to start the year with new student orientation this Friday!

Thank you to all of the staff and students who came out for service day to help prepare the school for the upcoming year. We are looking forward to seeing everyone together again soon!

08/15/2026

Today we celebrate the Solemnity of the Assumption!

Reflecting on the Assumption of Mary reminds us to keep our eyes on the ultimate goal, Heaven. After mass today, a group of CAA students met to consecrate themselves more deeply to our Blessed Mother and to ask for her intercession. May Mary intercede for us and guide us closer to her Son as we prepare to enter into a new school year!

“Brethren, I do not consider that I have made it my own; but one thing I do, forgetting what lies behind and straining forward to what lies ahead, I press on toward the goal for the prize of the upward call of God in Christ Jesus.” - Phil 3:13-14

Mary, Gate of Heaven, pray for us!

Address

31 Rowe Boulevard
Annapolis, MD
21401

Opening Hours

Monday	8am - 4pm
Tuesday	8am - 4pm
Wednesday	8am - 4pm
Thursday	8am - 4pm
Friday	8am - 4pm

Telephone

+14108553216

Website

http://www.chestertonacademyofannapolis.org/

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