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News from The Winchendon School

Student Government Introduces Spirit Week 2018

By Winchendon Admissions | October 29, 2018

Production week for “Our Town” is underway – and we’re kicking it off by showing our spirit! Check out the video conceived, directed, and produced by Student Government.

TWS Awarded The Growing Places 2018 Budding Community Partner Award

By Winchendon Admissions | October 12, 2018

Pictured above: Director of Service Learning Miranda Jennings with Service Learning Leaders Kiley R.‘19, Taylor A.‘19, and Kylee M.‘20 with the award from Growing Places. Today in our morning community meeting, The Winchendon School received the 2018 Budding Community Partner Award from Growing Places, the Leominster, MA based nonprofit which inspires and connects the North Central MA community to…

Why We Climb

By Winchendon Admissions | October 12, 2018

Mount Monadnock, the mountain that stands alone, is reported to be the second most climbed mountain in the world (with Mount Fuji in Japan being the first). An education at The Winchendon School means students are immersed in real-world learning making classroom work relevant to their lives and futures. It also means students are expected…

Innovation Meets Tradition

This is not your grandfather’s boarding school. We value creativity, innovation, collaboration, and entrepreneurial thinking. Here, you will tackle real-world challenges as part of your learning experience.

We Win Together

Our 21+ athletic teams compete at the highest levels of New England prep school sports. From lacrosse to ice hockey, your whole school will be cheering you on.


We keep our classes ‘micro sized,’ typically with eight students or less. These purposefully small class settings create more meaningful learning and discussion — fostering confidence, individual attention, and deeper relationships.