
Upcoming Events

Middle School Pumpkin Fest
Join us for an evening of pumpkin carving, fun games, fall treats, and the chance to win awesome prizes! Bring your creativity, your friends, and your festive spirit — it’s going to be a blast!
Date: Saturday, October 25
Location: St. Stephen’s Gym, Framingham
Who: Middle school students
Time: 6-8 pm
Pumpkins & carving tools provided
Prizes for best pumpkins and game champs
Snacks & fall fun for everyone!

Curriculum Night
Join us for Curriculum Night at Chesterton Academy!
🗓️ Thursday | Nov. 6
🕕 6 pm
📍 Chesterton Academy, 25 Clinton St., Framingham
Come discover the Chesterton difference.
Meet our dedicated faculty, explore our classical curriculum, and see how faith, reason, and the pursuit of truth come together in every subject we teach.
RSVP here.

CLT-8 Exam @ Chesterton Academy
8th graders are encouraged to register to take the CLT-8 Placement Exam at Chesterton Academy. The exam is approximately 2 hours long with breaks provided between sections. This test is offered for free and high scores are eligible for Chesterton Academy scholarships. More information about the test can be found on our admissions page here.

CLT-8 Exam @ Chesterton Academy
8th graders are encouraged to register to take the CLT-8 Placement Exam at Chesterton Academy. The exam is approximately 2 hours long with breaks provided between sections. This test is offered for free and high scores are eligible for Chesterton Academy scholarships. More information about the test can be found on our admissions page here.

Priority Application Deadline
Submit your application by this date to have a priority review of your application and decision by February 28. Applications submitted after this date will be considered on a rolling basis.


Mass of the Holy Spirit
Join us for our first Mass of the Holy Spirit at St. Stephen’s Church in Framingham. Bishop Robert Reed will be the celebrant.

2026-2027 Applications Open
Applications for the 2026-2027 academic year are open. Transfer student applications for the 2025-2026 are open and admissions decisions made on a rolling basis.


Open House
Come discover the Chesterton difference! Meet our faculty and families, tour our building, learn about our curriculum and why Chesterton Academy is the fastest growing network of schools in the country.
Please RSVP to office@chestertonimmaculata.org.

St. Bridget School High School Information Day
We will be at St. Bridget’s school answering all of your questions about Chesterton Academy (for St. Bridget families only).

Boston College High - High School Fair
Come visit our table at the BC High High School Fair.

Chrysostom House Day
Chesterton Academy students celebrate the feast day of one of our House System sainst, St. John Chrysostom.

First Day of School
Chesterton Academy of the Immaculata opens and welcomes its inaugural class for the first day of school.

Information Tables
We will be at the following churches this Sunday:
♥️ Immaculate Conception, Marlborough after all Masses - Meet our headmaster Ed!
🪨 St. Stephen, Framingham | Family Day 1:30-3:30
👉🏻 St. Thomas the Apostle | Coffee & Donuts after 10 am Mass

Chesterton Summer Adventure -Whitewater Rafting
High school and middle school youth are invited to join us for whitewater rafting on Thursday, August 14th on the Deerfield River in Charlemont, MA with Crab Apple Whitewater. Cost for the day with our group is $60/person (regular admission is $105).
RSVP BY JUNE 7 - SPOTS ARE LIMITED
Invite your friends!
Please sign up and you will be sent an invoice for payment.
Carpool/transportation details tbd.
Parents are welcome to sign up.
Details of the Day
Our group should plan to arrive around 12:30 pm for an orientation and then spend a few hours on the water. The day will conclude with a picnic dinner (food provided by Crab Apple!) around 5pm and we will depart around 6 pm. Plan to eat lunch before arrival!
Questions? email info@chestertonma.org or call Lynn at 774-258-0156

Chesterton Summer Adventure - Boundless Adventures Aerial Park
High school and middle school youth are invited to join us for an afternoon at Boundless Adventures, an aerial adventure park in Berlin MA, on Tuesday, July 8th. Discounted tickets are available for our group at a cost of $40/person(general park admission is $66).
Invite your friends!
Please sign up and you will be sent an invoice for payment.
Carpool/transportation details tbd.
Parents are welcome to sign up.
RSVP BY JUNE 7 - SPOTS ARE LIMITED
Details of the Day
Arrival will be at 1 pm and we will start at 1:30. The day will include a 30-minute orientation and 3 hours of high ropes and zip lining!Gloves are required for climbing. If you cannot provide your own gloves, the park sells them for a small fee.

Father-Son Axe Throwing
🪓 Chesterton Academy Father-Son Axe Throwing Night! 🪓
Join us for an unforgettable evening of fun, bonding, and a little friendly competition!
📍 Location: The Somers Home, Northborough, MA
📅 Date: Saturday, June 14
🕔 Time: 5:00 – 7:00 PM
🌭 Hotdogs & Refreshments will be served!
Fathers and sons—come test your skills and enjoy good food, great company, and a classic Chesterton community vibe.
All are welcome – bring your aim and your appetite!
Ages 10 and up recommended.
#ChestertonAcademy #FatherSonEvent #AxeThrowing #CommunityFun #NorthboroughMA

Mother-Daughter Marian Tea Party
🌸 You’re Invited! 🌸
Marian-Inspired Mother-Daughter Afternoon Tea Party
Calling all mothers & daughters, spiritual mothers, grandmothers, and godmothers —
Join us for a beautiful afternoon celebrating the gift of motherhood and daughterhood, inspired by Our Lady.
📅 Date: Saturday, May 31
🕑 Time: 2:00 – 4:00 PM
📍 Location: St. Cecilia’s Parish Center
✨ Special Guest Speaker:
We’re thrilled to welcome local Catholic mom and author Mrs. Jennessa Terraccino as our featured speaker.
🌷 Floral Activity:
Create your own corsage with guidance from floral designer and Chesterton supporter Mrs. Rachel Conboy.
🎶 Live Music:
Enjoy the soothing sounds of harpist Mary King, setting a peaceful and elegant atmosphere.
🎟️ Tickets:
$30 – Mother & Daughter pair
$20 – Individual ladies
$10 – Each additional daughter under 18
Tickets available now!
Come sip tea, make memories, and celebrate the feminine heart of our faith.:
More about Jennessa Terraccino:
JennessaTerraccino is a passionate servant of Jesus, and the author of "The Princess Guide: Faith Lessons from Snow White, Cinderella, and Sleeping Beauty" (Servant Books), and "Road Signs for Catholic Teens" (Our Sunday Visitor). Jennessa earned a MA in Theological Studies from the Christendom Graduate School. She also holds a certificate in Youth Ministry (accredited by Franciscan University). Jennessa spent a number of years serving as a Coordinator of Youth Ministry in the Arlington Diocese. She has made appearances on EWTN, CatholicTV, radio, podcasts, online conferences, and has been featured in National Catholic Register. Currently, she resides in New England with her husband and children.

Coffee & Donuts @ St. Thomas in Millis
Come meet us at St. Thomas the Apostle in Millis. We will be hosting coffee & donuts after the 10:30 am Mass on April 27.

Family Bowling
Join us Saturday April 12 from 4-5 at Ryan Family Amusements in Millis. Just $8 per bowler - price includes shoes.

Meet the Headmaster - Zoom Meeting
Please join us Wednesday, April 9 @ 7 pm for a special virtual opportunity to meet Ed and hear more about his vision for Chesterton Academy of the Immaculata.

Worcester Catholic Men's Conference - Info Table
Come visit our information table at the Worcester Catholic Men’s Conference. To register for the conference, visit their website here.

Information Session
Join us for an information session at St. Cecilia’s Parish Hall in Ashland. Discover the Chesterton difference!




Information Session
Join us for an information session at St. Cecilia’s Parish Hall in Ashland. Come discover the Chesterton Difference! We are offering a rigorous classical curriculum animated by an authentically catholic culture. Come hear about our plans for this fall and beyond!

The Chesterton Gala
Join us for an unforgettable evening at our inaugural gala event in support of the founding of Chesterton Academy of the Immaculata. It will be a night where literature, philosophy, and the spirit of G.K.Chesterton come alive! We are thrilled to present a unique experience featuring renowned G.K. Chesterton impersonator John Walker and celebrated author Dr. Peter Kreeft. Prepare to be captivated by their engaging discussions and performances that delve into the timeless themes of faith, reason, the human experience and the importance of Catholic education.

Holy Hour for Life
Join us at St. Cecilia’s in Ashland following the 9 am Mass for a Holy Hour for Life as we pray for an end to abortion.


CLT8 Placement Exam
A free placement exam offered for 8th graders applying to Chesterton Academy of the Immaculata. Please email info@chestertonimmaculata.org to secure a testing spot for your child. See the CLT Exam website for more information and practice exams.

Solemnity of the Immaculata Conception Feast Day Mass and Reception
You are invited to join us for our school Feast Day Mass, the Solemnity of the Immaculate Conception, Monday, December 9 at St. Cecilia Parish, 54 Esty St, in Ashland. A reception will follow at St. Cecilia’s Family Center. The Mass is being offered for the Chesterton Academy founders and benefactors.

Virtual Information Session
Join us for a virtual information session. Learn more about our integrated classical curriculum, the hallmarks of a Chesterton education and how Chesterton will nurture your student’s intellect, character, and spiritual formation. Discovery the Chesterton Difference! Register to get the zoom link invitation.

Bourbon & Burn
This one is for the guys.. Join Fr. Sinisa Ubiparipovic and the founding men of the Chesterton Academy for bourbon & cigars around the fire pit.
Apps and other refreshments will be served.
Please RSVP: info@chestertonma.org