Worcester Academy

09/17/2026

The Class of 2030 is already making connections!

Last week, our 9th grade students gathered on the Rader Quad to share where they came from and one hope for their high school experience. As they passed yarn across the circle, they created a web connecting the entire class and showing how their individual stories are now woven into the Worcester Academy community.

09/15/2026

A warm welcome to our newest international Hilltoppers!

This year, Worcester Academy welcomed more than 30 new international students representing 11 countries. To celebrate, the Global Student Union hosted an International Student Welcome Fair on the Quad, bringing Middle and Upper School students together for karaoke, ramen, calligraphy, henna, jewelry, raffles, and more.

It was a fun afternoon of sharing traditions, making connections, and getting to know the newest members of our community.

09/14/2026

Following its premiere at the Woods Hole Film Festival this summer, Little Audrey has been selected as the Closing Night film of the Boston Film Festival!

Written by Worcester Academy alumna Caitlin McCarthy ’88, who also served as an associate producer, the film will screen on Monday, September 21, at 7:15 p.m. at the Shalin Liu Performance Center in Rockport.

Tickets are free, but reservations are required. Reserve your seats here: https://bit.ly/4xOKevH

Congratulations to Caitlin on another exciting milestone for Little Audrey!

September 21, 2026

09/13/2026

Who’s coming home to the Hilltop?

All Worcester Academy alumni are invited to Reunion 2026 on Saturday, October 3! We are getting ready for a great day of reconnecting with classmates, faculty, coaches, and friends, along with alumni networking, the Athletics History Wall Dedication, campus tours, and Reunion Cocktails & Dinner.

Call your classmates and make your plans. We can’t wait to see you!

Register now: https://bit.ly/4bQDXGP

09/12/2026

Find your place on the Hilltop.

A place to be challenged and supported. A place to discover new interests, pursue what you love, and build lasting connections. A place where your ideas, talents, and interests are welcomed and encouraged to grow.

Join us for an Open House and explore the people, programs, and opportunities that could make Worcester Academy YOUR school.

Sunday, October 18, or Sunday, November 1
11:00 a.m.–2:00 p.m.

Register today: https://www.worcesteracademy.org/visit

09/10/2026

On the first day of school, the entire student body gathered for Convocation, one of our favorite opening-day traditions. We welcomed our new sixth graders and celebrated our “Lifers,” members of the senior class who have been on the Hilltop since sixth grade.

Students heard from our Division Heads, Head Monitors, and Head of School Kevin Breen, who encouraged everyone to “contribute a verse” to the story of Worcester Academy this year. The Academy Singers also performed the Alma Mater.

It was a great way to come together and begin another year on the Hilltop!

09/09/2026

The Class of 2027 began the first day of school with one of Worcester Academy’s favorite traditions: Senior Breakfast.

Before heading to class, seniors and PGs gathered in the Megaron to reconnect, celebrate the start of their final year, and enjoy one of their first moments together as a class.

Here's to a great year, Class of 2027!

09/06/2026

Students, faculty, and staff came together on the Quad on Friday for an All-School Greeting. The simple exchange of handshakes, fist bumps, waves, and hellos brought our core value of Fellowship to life and made sure every member of our community felt seen and welcomed.

Hilltoppers, we’re glad you’re here. It’s going to be a great year! 🤝 🙌 👋

09/05/2026

Once a Hilltopper, always a Hilltopper.

Worcester Academy alum Aliyah Boston ’19 sat down with Olympics Games to talk about representing Team USA at the FIBA Women’s World Cup and her dream of wearing the red, white, and blue at the LA28 Olympic Games.

We’ll be cheering her on every step of the way!

Read the full story:

She was the No. 1 pick, the Rookie of the Year, and an All-Star in every season she's played in the WNBA. But until this week, Aliyah Boston had never worn USA colours at a senior world championship. In an exclusive interview in Berlin, she explains her long journey from the US Virgin Islands to the...

09/02/2026

There were big smiles, happy reunions, and plenty of first-day energy all across campus today. Students jumped into classes, reconnected with teachers and friends, and warmly welcomed new Hilltoppers into the community.

The 2026–2027 school year is officially underway. Welcome back, Hilltoppers!