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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
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…
The annual Winchester 10k will take place through the city in February 2026. The race will feature a 1 lap closed road route starting outside the…
The annual Winchester 10k will take place through the city in February…
CLOSES: 22nd Feb 2026
See a wonderful display of snowdrops in a secret garden spot on a private estate usually not open to the public.You can book ahead and wander around…
See a wonderful display of snowdrops in a secret garden spot on a private…
CLOSES: 28th Feb 2026
See a wonderful display of snowdrops in a secret garden spot on a private estate usually not open to the public.You can book ahead and wander around…
See a wonderful display of snowdrops in a secret garden spot on a private…
CLOSES: 21st Feb 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…
