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Guided tours & trails
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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

'I Spot a Cow' family trail

Hinton Ampner

DATE: 7 May 2026 - 28 Jun 2026

CLOSES: 28th Jun 2026

Chawton Village Walk with Jane Austen's House

Jane Austen's House

DATE: 27 Jun 2026 - 27 Jun 2026

CLOSES: 28th Jun 2026

Twilight Tour at Jane Austen's House

Jane Austen's House

DATE: 26 Jun 2026 - 26 Jun 2026

CLOSES: 27th Jun 2026

Chesil Railway, Winchester guided walking tour

Guided walking tours of Winchester

DATE: 16 May 2026 - 16 May 2026

CLOSES: 16th May 2026

Guided tours & trails

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