Skip to Main Content
Brewster Academy
School News

Newest Dorm Named for Class of ’14 Alumnus

August 27, 2025
Newest Dorm Named for Class of ’14 Alumnus

In August, Brewster purchased Topsides Bed & Breakfast, a stately house located at 209 South Main Street next to Anderson Hall. Going forward, the gracious five bedroom home will be transformed into a beautiful new dormitory. Head of School Kristy Kerin shared that in addition to a new life, the building will also have a new name. “The names of our alumni are associated with so many good works and deeds, and now, another alumnus’s name will forever be part of our campus map. I am pleased to announce that Brewster’s newest dorm will be named Bradley House—named for Bradley Grayson, a Class 2014 Brewster graduate.

Bradley’s father, Peter, is a longtime Brewster Trustee. “Our family is connected to Brewster for so many reasons, not the least of which is Bradley’s positive experience here on campus,” Peter shared. “I’m so pleased we could help Brewster acquire this premier property.”

Since graduating from Brewster in 2014, Bradley earned a bachelor’s degree from Hobart & William Smith Colleges. After college, he worked in sales and marketing before pursuing a career in finance. He currently works for Merrill Lynch in New York City.

When the Inn’s owners retired this spring, Brewster had the opportunity to purchase the property and expand our dorm offerings. The building required minimal interventions to transition from an inn to a dormitory. The community life parent will live in the innkeepers’ apartment. The former owners’ den will become a cozy dorm common room. Wireless internet and access control doors will be added to complete the transition. Kerin expressed her thanks to the Facilities and IT departments for coordinating the work. “They made a plan in short order, ensuring that the new building will be ready to welcome students this fall.”

The gift from the Grayson Family that made the Topsides purchase possible is just the most recent example of their dedication to Brewster. The Grayson Student Center was so named because of Peter’s founding gift to the Reimagine Rogers project—and the resulting space has quickly become the heart and hub of our creative, artistic, and innovative programs. Likewise, the Grayson Performing Arts Center in Anderson Hall is home to All School meetings and community concerts, musicals, and events.

Kerin expressed her deep appreciation to the Grayson Family: “I can’t thank the Graysons enough for their commitment and vision. The impact they have made at Brewster cannot be overstated. I look forward to generations of students being able to live, learn, and build lasting friendships together in Bradley House.”