The Winchendon School Centennial Weekend

Join us at The Hub for a Welcome Party to kick off the start of the weekend! Come meet new people, reconnect with friends, and enjoy a fun, relaxed atmosphere with music, bowling, dinner, and refreshments. We can’t wait to see you there!

Join alumni and friends for friendly softball games featuring team captains and fun for all ages. Kids ages 6–12 will play first, followed by older players. Registration includes a free T-shirt, with Centennial hats available for purchase.

Take a guided tour of campus and see how Winchendon has grown and changed over the years. Tours are available at 10:00, 10:30 or 11:00 and last about 30 minutes.

Join us for the special Centennial ceremonies honoring our Hall of Fame Inductees, and their legacies and achievement at The Winchendon School. Registration is encouraged so that we can properly plan for the event.

Make the most of your Centennial Saturday with our all-you-can-eat dining pass at The Winchendon School. This option includes access to the continental breakfast, the outdoor barbecue on the Quad, and the full evening dinner celebration, all for one flat rate.

Come hungry and enjoy a full day of great food, great company, and classic Winchendon hospitality.

Raise a glass to 100 years at The Winchendon School with our all-you-can-drink Saturday pass. This 21+ option includes beer, wine, and featured beverages served during the barbecue, cocktail hour, and evening celebration. Please note: this pass is the only way to purchase and consume alcohol during Centennial weekend; alcohol will not be sold separately at any event. Guests who purchase this add-on will receive a wristband at check-in for easy access to beverages throughout the day. Cheers to celebrating responsibly and in great company!

Please note that if you registered for the $50 all you can eat option and the $50 all you can drink option, you do not have to purchase this as well! Perfect for those who can only join us later in the day, this ticket ensures you won’t miss the signature gathering of the weekend as we celebrate 100 years of Winchendon together.

Join us for the highlight of the Centennial weekend with our dinner and drinks only registration at The Winchendon School. This option includes access to the full Saturday evening celebration: cocktail hour, a festive dinner, wine and beer, music, and dancing with classmates, faculty, and friends.

Please note that if you registered for the $50 all you can eat option, you do not have to purchase this as well! Perfect for those who can only join us later in the day, this ticket ensures you won’t miss the signature gathering of the weekend as we celebrate 100 years of Winchendon together.

Join us for the highlight of the Centennial weekend with our dinner-only registration at The Winchendon School. This option includes access to the full Saturday evening celebration: cocktail hour, a festive dinner, toasts, music, and dancing with classmates, faculty, and friends.

Stay on campus and enjoy the full Centennial Weekend experience! Dorm rooms are available for alumni and guests who would like to stay at Winchendon during the celebration.

• Maximum occupancy: two adults per room
• Two-night minimum stay required
• One child may stay in the room if they bring a sleeping bag or other bedding

Please note that linens are not provided, so guests should plan to bring their own sheets, blankets, and pillows.

Rooms will be assigned in advance of the event. While we will do our best to accommodate requests, specific room choices are not guaranteed.

If choosing your room is important to you, you can bid on the opportunity to select your room through our Room Auction site. You are also welcome to email [email protected], and we will do our best to accommodate requests whenever possible.

We look forward to welcoming you back to campus!