Saddle up for a gourd time! Come & carve the pumpkin of your choice to light up your Halloween night. We’ll end the night learning some country line dancing, so don’t forget your boots! Pumpkins, tools, & music provided. 7-9pm at 25 Clinton St., Framingham) RSVP Here!

Curious about life at Chesterton Academy of the Immaculata? Come join us for an Odyssey Day and experience a day in the life of a Chesterton student! Lunch and snacks provided! Open to 8th grade students. Sign Up Here!

Friday, October 30 | 8:00 AM–1:00 PM
25 Clinton St., Framingham, MA

🏐SERVE IT UP! VOLLEYBALL CLUB IS HERE! 🏐

Ready to learn, play, and have some fun? Join our new Volleyball Club, kicking off Tuesdays, Oct 13-Dec 15, at the Chesterton Gym!

Whether you’re a volleyball pro or have never played before, eveyone is welcome! Come learn the fundamentals, sharpen your skills, and enjoy some friendly competition under the guidance of Coach Alexandra Frank.

Join us for our Thursday Night Book Club as we dive into C.S. Lewis’s Till We Have Faces, a beautiful and thought-provoking retelling of the ancient myth of Cupid & Psyche. A story of love, loss, jealousy, and faith, it promises plenty to discuss - and perhaps a few things to ponder long after the book is closed. We will meet on October 15th at 7pm, the Chesterton School Building (25 Clinton St., Framingham). RSVP to jdinnocenzo@outlook.com

🏐SERVE IT UP! VOLLEYBALL CLUB IS HERE! 🏐

Ready to learn, play, and have some fun? Join our new Volleyball Club, kicking off Tuesday, October 13, at St. Stephen’s Gym!

Whether you’re a volleyball pro or have never played before, eveyone is welcome! Come learn the fundamentals, sharpen your skills, and enjoy some friendly competition under the guidance of Coach Alexandra Frank.

📅 Starting Tuesday, October 13
📍 St. Stephen’s Gym
🏐 All Skill Levels Welcome!
🎉 FREE TO JOIN!

Sign Up Today!

What if your college experience could deepen your Catholic faith rather than challenge it?

Join us at Chesterton Academy of the Immaculata on Friday, October 9 at 7:00 PM for a Newman Guide Catholic College Fair, featuring colleges recommended by The Newman Guide to Choosing a Catholic College.

This special evening is an opportunity for high school students and their parents to learn more about faithful Catholic colleges and universities that seek to integrate faith, reason, academics, community, and Catholic life.

Representatives from Newman Guide colleges will be available to meet with families, answer questions, and share information about their academic programs, campus life, Catholic formation, admissions, and opportunities for students.

Please register here

It's the Holy League vs. the Ottoman Empire! Middle Schoolers are invited to battle it out at the Crusaders Gym. We will finish with a rosary.

B.Y.O.G.
Standard ammo provided
Wednesday, October 7, 2026
6:30 - 8 pm

Fill out our admissions interest form and receive VIP status - extra ammo & side choice.

RSVP to admissions@chestertonimmaculata.org

For the guys…Bourbon & Burn is back. Join our chaplain, Fr Sinisa, headmaster Josef Cressotti, and Chesterton Dads Jamie Walsh and Dan D’Innocenzo for spirits and cigars at the St. Thomas the Apostle Rectory in Millis. Sample one of our bottles or bring your favorite to share. Good food and great conversation in the spirit of our patron G.K. Chesterton.

RSVP to any of the men listed above or email
info@chestertonma.org

Discover Chesterton Academy at our Open House. Meet our faculty, staff, and families and learn more about our joyfully Catholic, classical high school.

Join us on Saturday, September 26 at 11:00 AM for our Mass of the Holy Spirit, celebrated by Father Thomas Sullivan, as we ask the Holy Spirit to guide our students, faculty, families, and entire school community throughout the year ahead. Lunch reception following.

This month we will be reading The Napoleon of Notting Hill by G.K. Chesterton. Our meeting will take place at 25 Clinton St (the school building) at 7pm. Come join us for lively conversation, good company, and great books! Our book club explores classic works of literature through the lens of faith, seeking to discover the truth, beauty, and wisdom woven into these timeless stories. All are welcome - even if you haven’t finished the book!

RSVP to jdinnocenzo@chestertonimmaculata.org

First full day of classes begin at Chesterton Academy.

The Story of Everything is a cinematic exploration of the cosmos that reveals the hidden hand behind our universe. From the precise laws that govern the stars to the intricate patterns found in every living cell, the film traces evidence of intentional design throughout nature. Whether examining distant star-forming clouds or the spiral structure of DNA, we discover a consistent signature woven into the fabric of existence.

Reserve your tickets

Summer might be ending, but the fun is just beginning at Chesterton Academy! Join us for Bingo Night and win some great school goodies! Bring the whole family, all ages can play. Pizza and refreshments will be served, $10 a family. RSVP to jdinnocenzo@chestertonimmaculata.org

Sign Up Here

36 Clinton St. | Framingham
Tuesdays 7:00-8:30 pm

• Skill Development

Improve fundamentals in shooting, dribbling, passing & footwork

• Basketball IQ

Learn the game the right way with smart decisions

• Compete with Heart

Build toughness, confidence & a strong work ethic

• Faith. Friendship. Excellence.

We form better players and better men and women on and off the court

Open to Boys & Girls
Grades 4 - 12

Grab your friends and join us for a fun-filled Teen Line Dancing Night! Whether you’ve danced before or have two left feet, everyone is welcome. We’ll teach the steps, play great music, and have refreshments ready for your enjoyment. Meet at the St. Thomas Large Hall from 7-9pm. For grades 7 and up.

Sign Up Here

36 Clinton St. | Framingham
Tuesdays 7:00-8:30 pm

• Skill Development

Improve fundamentals in shooting, dribbling, passing & footwork

• Basketball IQ

Learn the game the right way with smart decisions

• Compete with Heart

Build toughness, confidence & a strong work ethic

• Faith. Friendship. Excellence.

We form better players and better men and women on and off the court

Open to Boys & Girls
Grades 4 - 12

Join us for a relaxed and engaging evening where faith and great literature come together. Through engaging discussion, we will explore classic novels that deepen our understanding of faith, the human person, and the pursuit of truth, goodness, and beauty. Whether you’re a lifelong reader or simply curious to learn more, all are welcome. You can RSVP to office@chestertonimmaculata.org

Sign Up Here

36 Clinton St. | Framingham
Tuesdays 7:00-8:30 pm

• Skill Development

Improve fundamentals in shooting, dribbling, passing & footwork

• Basketball IQ

Learn the game the right way with smart decisions

• Compete with Heart

Build toughness, confidence & a strong work ethic

• Faith. Friendship. Excellence.

We form better players and better men and women on and off the court

Open to Boys & Girls
Grades 4 - 12

Sign Up Here

36 Clinton St. | Framingham
Tuesdays 7:00-8:30 pm

• Skill Development

Improve fundamentals in shooting, dribbling, passing & footwork

• Basketball IQ

Learn the game the right way with smart decisions

• Compete with Heart

Build toughness, confidence & a strong work ethic

• Faith. Friendship. Excellence.

We form better players and better men and women on and off the court

Open to Boys & Girls
Grades 4 - 12

Sign Up Here

36 Clinton St. | Framingham
Tuesdays 7:00-8:30 pm

• Skill Development

Improve fundamentals in shooting, dribbling, passing & footwork

• Basketball IQ

Learn the game the right way with smart decisions

• Compete with Heart

Build toughness, confidence & a strong work ethic

• Faith. Friendship. Excellence.

We form better players and better men and women on and off the court

Open to Boys & Girls
Grades 4 - 12

Sign Up Here

36 Clinton St. | Framingham
Tuesdays 7:00-8:30 pm
$150 per player for 6 sessions

• Skill Development

Improve fundamentals in shooting, dribbling, passing & footwork

• Basketball IQ

Learn the game the right way with smart decisions

• Compete with Heart

Build toughness, confidence & a strong work ethic

• Faith. Friendship. Excellence.

We form better players and better men and women on and off the court

Open to Boys & Girls
Grades 4 - 12

Teen Country Line Dancing at St. Thomas in Millis

Yeehaw! Teens are invited to a Country Line Dancing Party hosted by Chesterton Academy of the Immaculata!

Join us for a night of music, dancing, games, snacks, and fun with friends at St. Thomas the Apostle in Millis. No experience needed ..we’ll teach the dances!

📍 St. Thomas the Apostle
Large Hall, 974 Main Street, Millis
📅 July 11
🕖7-9 pm
👢 Western attire encouraged!

Bring your friends and come ready for a great night of fellowship and dancing! 

Summer @ Chesterton
Basketball Clinic

Register Here

We are excited to offer two 6 week basketball clinics this Summer. Beginning on June 16

36 Clinton St. | Framingham
Tuesdays 5:30-7:00 pm
$150 per player for 6 sessions

• Skill Development

Improve fundamentals in shooting, dribbling, passing & footwork

• Basketball IQ

Learn the game the right way with smart decisions

• Compete with Heart

Build toughness, confidence & a strong work ethic

• Faith. Friendship. Excellence.

We form better players and better men and women on and off the court

Open to Boys & Girls
Grades 7 - 11

Summer @ Chesterton
Basketball Clinic

Register Here

We are excited to offer two 6 week basketball clinics this Summer. Beginning on June 16

36 Clinton St. | Framingham
Tuesdays 5:30-7:00 pm
$150 per player for 6 sessions

• Skill Development

Improve fundamentals in shooting, dribbling, passing & footwork

• Basketball IQ

Learn the game the right way with smart decisions

• Compete with Heart

Build toughness, confidence & a strong work ethic

• Faith. Friendship. Excellence.

We form better players and better men and women on and off the court

Open to Boys & Girls
Grades 7 - 11

“The first fact about the celebration of a birthday is that it is a way of affirming defiantly, and even flamboyantly, that it is a good thing to be alive,” — G.K. Chesterton

Come celebrate our patron GK Chesterton's Birthday with us on May 29 - Family BBQ & Dance. Music, Dancing, Games & more! #bostoncatholic #gkchesterton #catholicmom #classicaleducation Please RSVP!

*** Date Change ***

Join us for an evening under the stars at Chickering Playing Fields in Dover. Star Party begins at 9:15 pm on Saturday, May 16. Open to the Chesterton Academy community. Snacks served!

Thank you to Dr. Scott Rottinghaus for providing the telescope.

Chesterton Academy of the Immaculata presents its Cultura Vitae Speaker Series on Wednesday, May 13, 2026 at 7:00 PM. Myrna Maloney Flynn of Massachusetts Citizens for Life will give a talk titled “Forming Courageous Hearts: Forming the Next Generation of Pro-Life Leaders.”

This event is free and open to the public.

Please register to attend here.

Rising 8th through 12 grade homeschoolers are invited to Chesterton Academy on May 13. Drop off at 8 am to attend Mass with us at St. Stephen’s Parish. In the morning will be a drama workshop, followed by lunch, and a friendly field day competition.

RSVP to the office@chestertonimmaculata.org or (508) 834-9849.