Join us for a momentous Centennial Homecoming, Walkathon, and Alumni Reunion Weekend as we celebrate 100 years of Greenwich Country Day School. This once-in-a-century celebration invites GCDS families, faculty & staff, and alumni from all classes for a weekend of reconnecting and Tiger Pride. The weekend will feature:

  • Annual Walkathon
  • GCDS Athletics games 
  • Alumni tailgate and variety show 
  • Inaugural GCDS Athletics Hall of Fame induction ceremony 
  • All-Alumni Soirée
  • And more! 

Below is a list of Homecoming, Walkathon, and Alumni Reunion Weekend activities. 

Thursday, October 9

Time

Event & Locations

2:15 - 3:00 p.m.

Middle School Pep Rally, Amphitheatre
Invited: Middle School students and faculty

3:30 p.m.

MS Boys Black Soccer vs. New Canaan Country School, OCR Upper Field
All welcome 

3:30 p.m.MS Girls Black Soccer, OCR Upper Field
All welcome 
3:30 p.m. 

MS Black Volleyball vs. New Canaan Country School, OCR Alumni Gym 
All welcome

3:30 p.m.MS Black Field Hockey vs. New Canaan Country School, Cardinal Road Field Hockey/Softball field
All welcome
3:45 p.m. MS Contact Football vs. Fieldston, Offit Turf
All welcome
3:45 p.m.MS Cross Country, Tod's Point
All welcome
4:45 p.m. Girls JV Soccer vs. Greenwich Academy, Drenckhan Field
All welcome
4:45 p.m.Varsity Field Hockey vs. Masters (NY), Offit Turf
All welcome

Registration

Alumni ReunionWalkathonHall of Fame


Friday, October 10
Spirit Day (N - Grade 12)

9:25 a.m Distinguished Alumni visit GCDS classrooms
Invited: Upper School students
11:00 a.m - 12:00 p.mUpper School tours, 257 Stanwich Road
Invited: Alumni 
2:00 p.m.Upper School Pep Rally, France Field
► Upper School Band performs
Invited: Upper School students and faculty
3:30 p.m.

Cross Country Fun Run on Campus
All welcome

5:00 - 6:00 p.m. NEW - Inaugural Athletic Hall of Fame Inductee Ceremony, The DON
All welcome 

Inductees into the GCDS Athletic Hall of Fame are those who have had a significant impact on their sport, team, or the GCDS athletic community, and those who have helped shape the legacy of GCDS athletics. We are proud to honor:

  • Coach Jack Jepson (posthumous)
  • Francie Rourke '71
  • GCDS Boys Lacrosse Team '97
  • Helen Resor '01
  • GCDS Girls Soccer Team '06-07
  • Donovan Mitchell '12

Register

6:00 p.m.Girls Varsity Soccer vs. St. Thomas More, Offit Fields
► Tiger Tones perform
All welcome
6:00 - 8:00 p.m. Alumni Tailgate, Offit Fields
Invited: Alumni & former parents 

Registration

Alumni ReunionWalkathonHall of Fame

Saturday, October 11 
Walkathon and Homecoming 

Proceeds raised from the Walkathon will support nonprofit organizations whose work serves community members struggling with food insecurity. 

9:00 a.m. - 12:30 p.m.School store, OCR
All welcome 
9:00 a.m. - 11:30 a.m.Bake sale, OCR
All welcome 
9:30 a.m. Walkathon registration + lunch opens
GCDS bands perform 
All welcome 
10:00 a.m. GCDS dancers perform, OCR Upper Fields
All welcome 
10:05 a.m.Walkathon (K-12) begins 
GCDS Jazz Band and Tiger Tones perform during Walkathon
All welcome
10:40 - 11:40 a.m. Brunch
All welcome 
10:45 a.m.JV Boys Soccer vs. Cardinal Kung, Drenckhan Field
All welcome  
11:00 a.m. 1926 Society Appreciation Gathering, Upper Elementary School Library
Invited: 1926 Society Members, Alumni, Former Faculty
12:30 p.m. Varsity Boys Soccer vs. St. Thomas More, Offit Field
All welcome 
1:00 p.m. Alumni Campus Tours, Upper Elementary School Porch
Invited: Alumni 
1:00 p.m. Varsity Field Hockey vs. Immaculate, Offit Field
All welcome 
1:30 p.m. Varsity Volleyball vs. Austin Prep, Alumni Gym
All welcome 
3:30 p.m.Varsity Football vs. Capital Prep Harbor, Offit Field
Tiger Tones perform
All welcome 
5:00 p.m. NEW - Alumni Family Variety Show, Performing Arts Center
Invited: Parents of alumni, alumni, former and current faculty 
6:00 - 6:30 p.m.Cocktails
Invited: Parents of Alumni and alumni 
7:00 p.m. 

All-Alumni Centennial Soiree, OCR Dining Hall
Presentation of the GCDS Distinguished Alumni Awards and Visionary Alumni Awards
Invited: Alumni, former parents, former faculty 

7:30 - 10 p.m.Upper School Homecoming Dance, OCR
Invited: US students 

Registration

Alumni ReunionWalkathonHall of Fame

Sunday, October 12 
Alumni Send-Off Breakfast

Reunion-year alumni (classes ending in '0 and '5) are invited to bring their families before concluding our weekend together.

9:30 a.m.Upper Elementary School Porch
Invited: Reunion class alumni 

Registration

Alumni ReunionWalkathonHall of Fame

Distinguished Alumni 

We are proud to honor seven Distinguished Alumni and three Visionary Alumni Award Recipients. These ten awardees, representing eight different decades, demonstrate an immeasurable impact on GCDS, the industries they lead, the change they innovate, and the unique ways they shape their communities while embodying the Tiger Pride values they gained as GCDS students

Learn more about our 2025 Distinguished Alumni and Visionary Alumni Award Recipients