Trails Archive - Visit Winchester

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

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

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

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

Walk or cycle to Winchester’s restored historic railway.

Literature

Family friendly

dog: Dog friendly

City centre

Shorter walk

Nature

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

A romantic walk through picturesque Winchester.

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

Winchester Trails

Discover the city

All of our trails

Medieval Jewish Trail

Tree Trail

Royal Blood

Viaduct Way

Keats walk

Sunset walk

City Walk