Winchester Trails

Discover the city

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All of our trails

Explore the Winchester district with the self-guided trails below. Discover historic hidden gems, walk in the footsteps of literary favourites and enjoy the stunning Hampshire countryside. Open the trail on your mobile as you walk the route for directions and fascinating information about the points of interest as you find them
History and heritage
Arts and culture
Family friendly
dog: Dog friendly
City centre
Shorter walk

Winchester - Lights in the City

( 0.6 miles )

Winchester – Lights in the city sees light installations in key locations across the centre, follow this trail to discover them for yourself.

Medieval Jewish Trail

Winchester has an important Jewish past. The earliest record of Jews in the city date to the mid-1100s, making it one of the earliest, largest and wealthiest Jewish settlements in England.
History and heritage
Family friendly
dog: Dog friendly
City centre
Shorter walk
Nature
Wheelchair Accessible

Tree Trail

( 1.1 miles )

Immerse yourself in the nature of Winchester. Winchester is home to an abundance of trees, follow our trail to learn more about these fascinating trees.
History and heritage
City centre

Royal Blood

( 1.8 miles )

Winchester has been a focus for royal activity and patronage since the Early Middle Ages when it was the effective capital of Wessex under the Saxon kings. Find out more about Winchester's royal connections with this trail.
History and heritage
Family friendly
dog: Dog friendly
City centre
Cycle trail
Nature

Viaduct Way

( 2.2 miles )

Walk or cycle to Winchester’s restored historic railway.
Literature
Family friendly
dog: Dog friendly
City centre
Shorter walk
Nature

Keats walk

( 2.4 miles )

Follow in the footsteps of English Romantic poet, John Keats, while he staying in Winchester. It is said to be the inspiration for his famous poem 'To Autumn'.
dog: Dog friendly
City centre
Shorter walk

Sunset walk

( 1.5 miles )

A romantic walk through picturesque Winchester.

City Walk

A tour of King Alfred's Winchester. The heart of the ancient capital.