HOMECOMING
WEEKEND 2025
October 10-11, 2025
Are you ready to come home to CA?
We are so happy that you can join us for our Homecoming Weekend October 10 – 11, 2025! We look forward to seeing you back on campus! If you have any questions, please email or call me directly.
Sincerely,
Jack Welage ’19 | Assistant Director of Alumni Relations & Student Engagement
Homecoming Schedule & Happenings
2025 SCHEDULEÂ
Friday, October 10
10:40 a.m.-3:30 p.m.Â
Open Classroom Visits
Check-in top level of Humanities Forum
2:30-4:30 p.m.
Campus Tours Available
Whether you have been on campus recently or not for decades, please join us for a tour! Stops include the beautiful new back fields, the Humanities Building, Gideon Welles Dining Commons, and more.
3:30-5:30 p.m,
School Store Open
Need new swag? Stock up at the school store located in the bottom level of the Harwood Student Center.
4:30 p.m.
Girls Varsity Volleyball vs. Wooster School
There is no better place to come root on our volleyball team than in the Arthur Sheriff Fieldhouse, complete with newly installed windows offering beautiful natural light.Â
6 p.m.
Boys Varsity Soccer vs. Oakwood Prep
Come cheer on Cats as they approach the midway point of their season on Simosa Field.
6:30-8:30 p.m.
Homecoming All-Call Reception
Counter Weight Brewing Co. , 7 Diana Court, Cheshire CT (Registration Required)
All alumni, families, and friends welcome!
$10 registration includes 2 drink tickets.
Saturday, October 11
10:30-11:30 a.m.
Pat's Snack Bar
We heard you! Join us at Pat’s snack bar from 10:30-11:30 a.m. to grab an iconic breakfast sandwich and enjoy coffee with Head of School Tom Woelper.
10 a.m.-1 p.m.
Campus Tours Available
Whether you have been on campus recently or not for decades, please join us for a tour! Stops include the beautiful new back fields, the Humanities Building, Gideon Welles Dining Commons, and more.
11 a.m.-2 p.m.
Art Gallery Open
Head to the Kohn-Joseloff Art Gallery, located on the lower level of J.J. White ’38 Science & Technology Center, for a showcase of student art.
12-4 p.m.
Pop-up School Store
Missed us yesterday? Not to worry. Swing by Simosa Track & Field and check out our pop-up school store — and maybe grab a blanket before the football game!
1:30 – 4:30
Serving up delectable treats at Simosa Field, Wright Way accepts major credit cards, Apple Pay, and cash. Check out the menu here: https://www.thewrightwayburgersbbq.com/menu
2 p.m.
Varsity Football vs. Brunswick School
Come cheer on Varsity Football as they take on Brunswick in a great match-up that is a perfect capper for the weekend.
Registration
Register for Homecoming Weekend below.Â
Lodging
There are several hotel accommodations within a short driving distance of the Cheshire Academy campus. Some recommendations include: