‘We go all out to make boarders feel at home, providing a secure, relaxed and happy place to be. In an ever-changing world, modern boarding at Pilgrims’ represents an opportunity for boys to become forward-thinking members of society who value diversity and naturally contribute to a community. They develop independence, self-discipline, self-esteem and a lifelong predisposition to look out for our friends and neighbours’.
Matt Sutherland, Head of Boarding.
We have 100 boarding places for boys from Year 4 upwards, across two boarding houses: one on the main school site, the other over the road next to Winchester College. Both have dorms decorated with individual themes, as well as common rooms for relaxation and down time. Each has highly experienced matrons and live-in house-parents, so care is on hand round the clock. Showers and bathrooms adjoin the dorms, and we provide a full laundry service.
When school ends after Saturday matches, boarders can stay or go home until Monday morning. Those who stay enjoy varied trips, activities and excellent meals prepared by our chefs.

The Pilgrims' School, Winchester
Outstanding prep school in Winchester for boys aged 4-13, day and boarding.
Think you’ve seen everything that happens at Pilgrims’? Think again… 🎉
We’re starting our summer highlights series with our incredible #Athletics Finals Day, and what a day it was. With our Prep boys taking to our incredible Wolvesey Castle fields the boys put on a show, with a number of new school records too. Well done, boys! 🏃
What highlight is coming next? 🤔
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Yesterday, we said goodbye to our incredible leavers. 💚
We are so incredibly proud of each and every one of them and everything they’ve achieved during their time here at Pilgrims’. It has been a privilege to watch them grow, learn and flourish, and we know they have bright futures ahead.
We’d like to wish all of our leavers and their families the very best as they embark on their next adventure.
But don’t worry… this isn’t the last you’ll see of them! 👀✨
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🎨 Art and DT exhibition 🪚
Tonight saw the culmination of the work by our boys in Art and DT. With some truly staggering work on display the boys have showed amazing discipline, creativity and resilience which can certainly be seen in the final product.
A big thank you to our Art teacher, Ros Priddle and our DT teacher Any Herbert who have inspired the boys and curated tonight’s exhibition.
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