We currently offer around 50 after-school activities each week. Most are run by our staff and are free. They form an important aspect of a Pilgrims’ broader education, giving boys and staff alike the opportunity to extend and share interests beyond the classroom. Years 3-8 generally follow the same programme, which creates a great opportunity for boys to socialise and integrate across all the year groups.
Your son can look forward to enjoying a vast array of opportunities, from Winchester Fives to Ultimate Frisbee, sailing to origami. Boys do swimming, water polo, photography, flying, computer coding, fishing, karate, judo, knitting, chess, Mandarin, role-playing, board games, pasta making, photography, fencing, or rowing.
If there’s an activity which your son would like to do which isn’t offered, we encourage him to ask if it could be added and we’ll do our best to include it.
Break times offer a microcosm of Pilgrims’ boys.
You will find them involved in all sorts of activities – and frequently the same boys in more than one: Yard cricket; football on The Grid; basketball; competing for whose paper aeroplane glides the longest; air hockey; having their nose in a book; table tennis; an ad hoc chess game lying in the sun; diabolos; pool; card games in the river garden; or the Pilgrims’-invented ‘chennis.

Learning beyond the classroom is key and gives inspiration and depth to the boys’ engagement.
School trips are also central to personal development, especially those that are residential. There are numerous day trips enjoyed by every year group throughout the year, from Portsmouth Historic Dockyard to the Hawk Conservancy Trust, from Portchester Castle to the Jurassic Coast, from beach school to some of the fantastic local Winchester destinations.
Off-site trips play a special role in helping boys connect their classroom learning to the real world.
Meanwhile, a programme of residential trips gradually builds boys’ time away from home, their range of experiences and their resilience. From outdoor activities and teambuilding, to camping and bushcraft; from Normandy’s culture and history to the history and ecology of Pembrokeshire – Year groups are brought together, relationships are grown and individual milestones are passed.
Busy families need wraparound care. As a boarding school, we’re always set up to help.
Pilgrims’ has two boarding houses, ‘Main School’ and ‘Q School’. Both enjoy the same friendly, bustling, family atmosphere.
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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