The Winchendon School Fall Family Weekend 2026

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Date and time

Friday, October 2nd, 2026 –

Sunday, October 4th, 2026

156

attendees

Organizer

Katherine Duncan, Director of Development and Communications

Friday Activities

Family BBQ on the Quad, 11:50-1:00

Join us on the Quad for a Welcome Family BBQ on Friday at 11:50 to kick off the start of the weekend! Come meet new…

Campus Tours on Friday Afternoon

See The Winchendon School through your student’s eyes! Join a tour of campus led by a Green Key Ambassador and get a…

Dinner and Live Music, 5:30-6:30

Enjoy Sage Dining’s finest in Faculty Hall, our beautiful dining hall! We’re thrilled to welcome longtime trustee, dear…

Cocktails and Dessert at Homewood, 6:30-8:30

Join Katherine and Sean Duncan at their home on campus for dessert and cocktails after dinner on Friday. This event is…

Saturday Activities

Brunch in the Dining Hall, 10:30-12:00

Start your Saturday with brunch in the Dining Hall, offering a hot buffet and grab-and-go options to fuel your day of…

Clam Bake on the Quad, 5:30-6:30

Gather on the Quad for a classic New England clam bake. Enjoy great food, good company, and a beautiful fall evening on…

Family Trivia Night, 7:00-9:00

Put your family’s knowledge to the test at a lively night of trivia hosted by Keri Tremblay of Central MA Productions…

Sunday Activities

Family Fun Run/Walk, 9:00-10:30

Start your Sunday with a casual 2 mile family fun run/walk around campus. All ages and abilities are welcome, so come…

Sunday Brunch, 10:30-12:30

Join us for Sunday Brunch, featuring Chef Justin’s delicious omelette bar!

All Weekend Long!

Register here for even more!

There’s so much more to do! Be sure to explore the full schedule. Take a look at everything happening throughout the…

Family Fun Run Gold Sponsor

Present award(s) to winner(s) after the Run

Exclusive signage throughout the weekend, throughout all parts of…

Family Fun Run Silver Sponsor

Prominent signage at race

Full page ad placement in the Fall Famiily Weekend program

Recognition in all pre- and…

Family Fun Run Bronze Sponsor

Prominent signage at race

Full page ad placement in the Fall Famiily Weekend program

Recognition in all pre- and…

Family Fun Run Friend of TWS Sponsor

Prominent signage at race

Half page ad placement in the Fall Famiily Weekend program

Recognition in all pre- and…

Campaign ended Friday, October 2nd, 2026, 8:59 am EDT

We can't wait to see you! What are you excited to do on campus? Who are you excited to see? Tell us in the comments!

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Janna Nelson (Parent ’28)

a month ago

See the soccer team play and see my son

Eric Grace (Parent ’28)

a month ago

Looking forward to seeing the campus Alice with family &f friends

Paul honore (Parent ’28)

a month ago

I exited to meet the staff and other parents.

Allegra Leavenworth (Faculty/Staff)

a month ago

I'm excited for the family fun run!

Toni-Ann Squillante (Parent ’28)

a month ago

how G is doing right now and the bigger picture of academic support, meeting teachers, SAT preparation, college planning, and financial aid.

Patricia Bruso (Parent ’29)

2 months ago

Excited for all the events on Saturday!

Bhavna Agrawal (Parent ’27)

a month ago

See the school, meet the teachers, and more....

Katherine Duncan (Faculty/Staff)

a month ago

We can't wait to see everyone!

Matthew Hollister

a month ago

Good luck with the event!

Hollie Meyer (Parent ’28)

a month ago

Seeing everyone. Being with charlee

Kelly Harris (Parent ’30)

a month ago

We are looking forward to seeing you all on campus!