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Guided tours & trails
Discover Winchester’s rich history, scenic beauty and vibrant culture through a variety of tours and trails designed to captivate and inspire. Whether you're a history buff, nature lover, or curious explorer, Winchester offers a trail for every interest.
Winchester’s tours and trails offer an array of experiences that celebrate the city’s historical, literary, and natural treasures. Whether you prefer a guided tour or an independent exploration, you’ll find a path that leads to discovery and delight.
Guided tours, walks and talks in Winchester
Join an expert from Jane Austen's House for this fun, relaxed guided walk which will take you back in time, to discover the village Jane Austen knew…
Join an expert from Jane Austen's House for this fun, relaxed guided walk…
CLOSES: 4th May 2026
Guided House Tour: Sense & Sensibility
Jane Austen's House
CLOSES: 3 May 2026
DATE: 2 May 2026 - 2 May 2026
Experience a very special guided tour of Jane Austen's House , led by an inspiring and knowledgeable guide.As part of a small group, you will enjoy…
Experience a very special guided tour of Jane Austen's House , led by an…
CLOSES: 3rd May 2026
Discover the fascinating story of Medieval Jewish Winchester on this guided walk. Join one of Winchester’s professional guides for a 90 minute…
Discover the fascinating story of Medieval Jewish Winchester on this…
CLOSES: 8th Jun 2026
The Spring Steam Gala at The Watercress Line is a ‘steam-packed’ three day event. It’s a chance to see and ride behind special guest engines as well…
The Spring Steam Gala at The Watercress Line is a ‘steam-packed’ three day…
CLOSES: 27th Apr 2026
Guided tours & trails
Featured businesses
Created for Jane Austen's 250th anniversary year, this trail guides you around the Georgian city of Winchester as Jane would have known it. In 1817,…
Created for Jane Austen's 250th anniversary year, this trail guides you…
Founded just 65 years after the Norman invasion, ‘The Hospital of St Cross’ was first conceived by the grandson of William the Conqueror, Henri de…
Founded just 65 years after the Norman invasion, ‘The Hospital of St…
Founded in 1382, Winchester College has the longest continuous history of any English school and it still occupies its original medieval…
Founded in 1382, Winchester College has the longest continuous history of…
