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  • TO BE SURPRISED

  • To be original

  • To be curious

  • TO BE DETERMINED

  • TO BE DYNAMIC

  • TO BE NURTURED

  • To be ambitious

  • to be intrigued

To Be A Pilgrim

What it means to be a Pilgrim

Welcome our new Head, Dr. Sarah Essex

"We are delighted to announce the arrival of Dr Sarah Essex as the new Head of The Pilgrims’ School."

"Dr Essex brings outstanding gifts and skills to lead our school with care, vision and confidence into its next stage,” says Chair of Governors, the Very Revd Catherine Ogle, Dean of Winchester Cathedral. “An experienced educator, she will continue the school’s long-standing commitment to achieving excellent academic outcomes for all our boys, while nurturing character, kindness, and self-belief. Her enthusiasm, energy, and determination to offer the best possible education for boys are plain for all to see.

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Our Location

We are blessed with a truly idyllic location. Just an hour south of London by direct train, with easy access to all the major travel hubs, and yet we are surrounded by the stunning countryside of the South Downs National Park. The school is tucked away  between Winchester Cathedral and Winchester College, within the secure and secluded Cathedral Close. Moments from our front door is the heart of the historic city of Winchester, or step through our back gate to find water meadows, countryside, and the South Downs Way.