Cushing Academy
Ashburnham, MA
2026 Alumni Weekend
Come Home to Cushing!
Date and time
Friday, June 5th, 2026 –
Sunday, June 7th, 2026
Organizer
Schedule
Friday, June 5th, 2026
3:00 pm
– 9:00 pm
Registration
Main Building
Head to the Main Building to pick up your Alumni Weekend materials, including nametag, event gift, and room key.
5:30 pm
– 6:30 pm
Honor Roll Reception (by Invitation Only)
Gold Key Society, class of 1976 and Head of School Society members only.
6:30 pm
– 8:00 pm
Gold Key Society Dinner (by Invitation Only)
Exclusive to the Gold Key Society and the Class of 1976, this event includes the formal induction of the Class of 1976 into the Gold Key Society, which honors those who have celebrated their 50th reunion.
7:00 pm
– 9:00 pm
Opening Reception
Under the Tent
Enjoy delicious food, drinks, and great company for an unforgettable time.
Saturday, June 6th, 2026
7:00 am
– 9:30 am
Breakfast
Fisher-Watkins Dining Commons
8:00 am
– 5:00 pm
Registration
Main Building
8:30 am
– 12:30 pm
Cushing Moves
Take advantage of Cushing’s state-of-the-art Fitness Center or hit the courts for a pickup game of pickleball, tennis or basketball.
8:30 am - 12:30 pm — Mini-Mountain Day
Take a leisurely scenic hike up Mt. Watatic (approximately 3 hours total). The bus will depart from Shevenell Terrace.
9:00 –10:00 am – Campus Hike
Join us for a guided walk through upper campus and the Cross Country course—an ideal chance to reconnect with nature and explore both familiar and new areas of campus. The tour will begin at the flagpole by the Main Building.
8:30 am
– 9:30 am
Alumni Council Meeting
Main Building
All alumni are invited to attend.
9:00 am
– 10:00 am
Art Show Opening
Emily Fisher Landau Center for Visual Arts
9:30 am
Campus Tours
Main Building
Explore the changes on campus with a guided tour led by our Young Alumni Ambassadors. Tours leave from the Main Building at 9:30 am and 2:00 pm.
10:00 am
The Cushing Conversation
Main Building Admissions Lounge
Join Head of School Randy Bertin for the State of the Academy, where we’ll reflect on Cushing’s current achievements and look ahead to its future.
11:00 am
Alumni Memorial Service
Cowell Chapel
The Alumni Memorial Service will pay tribute to the classmates we’ve lost since the last Alumni Weekend.
12:00 pm
– 3:00 pm
Class Photos
In Front of Ashburnham House
12:00 pm
– 2:00 pm
Backyard Barbeque Lunch
Drew Common
2:00 pm
Open Skate
Iorio Arena
Lace up and hit the ice! Join us for Open Skate during Alumni Weekend—fun for all ages and skill levels. Skates are available, so just bring your enthusiasm and enjoy some time on the rink.
2:00 pm
– 3:00 pm
Alumni of Color Reception
Lowe Hall Common Room
Meet Eddie Buggie, Director of Inclusion and Community Life, to share bonding experiences from the past and participate in an open discussion on how Cushing has embraced inclusivity in its initiatives and programs.
2:30 pm
– 4:00 pm
Xtreme Baseball League (XBL) Game
Quimby Field
3:00 pm
– 4:00 pm
Art Show Open House
Emily Fisher Landau Center for Visual Arts
3:30 pm
– 5:00 pm
Homerun Derby - Celebrating 150 Years of Baseball
Hancock Baseball Diamond
Coach Wayne Hancock ‘15 (Hon.) will be pitching
6:00 pm
– 10:30 pm
Grand Reunion Celebration
6:00 - 7:00 pm Cocktail Hour (Fisher-Watkins Dining Commons Class of 2019 Patio)
7:00 - 8:00 pm Dinner (Drew Common) Under the Tent
8:00 - 10:30 pm Dancing + Dessert (Drew Common) Under the Tent
10:30 pm
Penguin Pub
Firepit and Treadwell Student Center
Wind down from the festivities by relaxing around the firepit with both old and new friends.
Sunday, June 7th, 2026
8:00 am
– 11:00 am
Farewell Brunch
Fisher-Watkins Dining Commons
10:30 am
Transportation to South Station, Boston
The bus will depart from Shevenell Terrace.
Registration options
Alumni who have celebrated their 50th reunion (classes 1975 and older) and former faculty & staff.