Winter Family Weekend 2025 February 28 + March 1

Sit back and enjoy Cushing’s production of Little Shop of Horrors.

Come see us at the registration table at the enterance of the Main Building. We’ll have information for you regarding the weekend, and name tag for all registrants. The hospitality lounge will be open all day, drop by, unwind, and enjoy a snack too.

We’ve adjusted our schedule so that all Friday classes meet for a shortened period. Many parents say that class visitation is a highlight of their weekend, so don’t miss out!

*Don’t be swayed if your student says other parents don’t attend classes – most do!

Schedule an appointment with our college counselors alongside your Junior to gain valuable insights into the college application process. This session will help you navigate deadlines, explore options, and ensure your student is on track for success.

*Please note appointments will open to registered families about two weeks prior to February 28. Be on the lookout for an email about Pick-a -Time

Attend our Parent Assembly as Head of School, Dr. Randy Bertin discusses Cushing Academy and our Common Journey.

Come take a family photo with your student. All photos will be available to download after Winter Family Weekend on Cushing’s Flickr Page

Enjoy meals with students and faculty in our bustling dining commons.

Have a meeting with your student’s teachers and advisor to discuss their progress and see how their school year is going.

*Please note appointments will open to registered families about two weeks prior to February 28. Be on the lookout for an email about Pick-a -Time.

Please join us as we celebrate our student-athletes who have committed to collegiate athletic programs.

All parents are invited to a parent reception hosted by Dr. Randy Bertin. Come and meet fellow parents and friends while your student is at their afternoon activity.

Home Athletic Games

6:00 PM Bob Rust Tournament - Boys’ Varsity B Ice Hockey Game - Iorio Arena

8:00 PM Cushing Academy Basketball Invitational - Boys’ Varsity Basketball vs Wilbraham Monson - Watkins Field House

Sit back and enjoy Cushing’s production of Little Shop of Horrors.

Have a meeting with your student’s teachers and advisor to discuss their progress and see how their school year is going.

*Please note appointments will open to registered families about two weeks prior to February 28. Be on the lookout for an email about Pick-a -Time.

Schedule an appointment with our college counselors alongside your Junior to gain valuable insights into the college application process. This session will help you navigate deadlines, explore options, and ensure your student is on track for success.

*Please note appointments will open to registered families about two weeks prior to February 28. Be on the lookout for an email about Pick-a -Time

2:00 PM Bob Rust Tournament- Boys’ Varsity B Ice Hockey - Iorio Arena

3:00 PM Girls’ Varsity Basketball vs. St. Paul’s School

4:00 PM Cushing Academy Basketball Invitational - Boys’ Varsity Basketball

4:30 PM Girls’ Varsity Ice Hockey vs. Choate Rosemary Hall - Iorio Arena

1:00 PM Boys’ Thirds Basketball vs Worcester Academy

2:00 PM Boys’ Varsity A Ice Hockey vs Governor’s Academy

Sit back and enjoy Cushing’s production of Little Shop of Horrors.