The Chesterton Gala
February 20, 2027
Save the Date for the 9th Chesterton Gala!
Join us for an elegant evening to benefit the students, teachers, and staff of Chesterton Academy of Annapolis
The Chesterton Gala gives you the opportunity to support our school and experience the fruits of your investment firsthand.
You will have the chance to meet students, see them sing and dance, and learn what makes a Chesterton education so unique. You can support our school by attending the gala, making a donation, purchasing program book ads, becoming a sponsor, and buying raffle tickets. We’ll launch the 2027 Gala website in the fall of 2026.
The Chesterton Gala has sold out the last two years.
Be sure to save the date!
2026 Keynote Speech
We were honored to be addressed by Dale Ahlquist, the founder of the Society of Gilbert Keith Chesterton and the Chesterton Schools Network.
Student Speakers
Check out photos from The Chesterton Gala!
