Winchester Walking Weekend 20-22 June 2025

Winchester Group

We are the Winchester Ramblers. We open the way for everyone in our local community to enjoy the pleasures of walking.

Join the Ramblers and enjoy

unlimited free access to 50,000 Ramblers group walks
a library jam-packed with thousands of tried-and-tested routes
a welcome pack teeming with top tips plus our Walk magazine
exclusive discounts from our partners
knowing your support is opening up more places to walk and helping more people discover the joy of walking

Join now for just £3.58 per month

Background of green fields, with text "20-22 June 2025 Winchester Walking Weekend". In the top left hand corner the Ramblers

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Overview

Winchester Ramblers, supported by Winchester City Council, are offering 17 FREE walks over the 3 days, Friday, 20 June to Sunday 22 June 2025. The walks range from 3 to 10 miles long and will explore the historic city, a nature reserve and beautiful surrounding river valley and downs.

Please note that booking for these walks must be made by visiting WinchesterWalkingWeekend.org.uk rather than by contacting the walk leader directly.

Organiser:: Phill J.
Website:: https://www.winchesterwalkingweekend.org.uk

Meeting point

Grid reference:: SU 48148 29329
Nearest postcode:: SO23 9ES
what3words:: action.broker.vintages

Winchester Cathedral Outer Close, Winchester, Hampshire, England

Upcoming walks with Winchester Group

5-6 Rockford and Ibsley Common

Start:

Difficulty:: Moderate

Distance:: 5.2 miles

11 miles Longparish to St. Mary Bourne

Start:

Difficulty:: Moderate

Distance:: 11.0 miles

7 (or 9.3) miles Keyhaven

Start:

Difficulty:: Moderate

Distance:: 7.0 miles

Sunday - Upham

Start:

Difficulty:: Moderate

Distance:: 9.5 miles

11 miles - Blendworth

Start:

Difficulty:: Moderate

Distance:: 11.0 miles

Evening walk: Winchester Water Meadows and St Cross - 5 miles

Start:

Difficulty:: Moderate

Distance:: 5.0 miles

Evening walk: Magdalen Down and Chilcomb - 5 miles

Start:

Difficulty:: Moderate

Distance:: 5.0 miles

Walks With Artists - Old Winchester Hill - 2 miles

Start:

Difficulty:: Leisurely

Distance:: 2.0 miles

8.0m “The Coast”

Start:

Difficulty:: Moderate

Distance:: 8.0 miles

5 Mile Walk from The Bell, St Cross Road, Winchester

Start:

Difficulty:: Moderate

Distance:: 4.8 miles

8.5 m Greenham Common

Start:

Difficulty:: Moderate

Distance:: 8.0 miles

A river, viewed through trees with a side view of an old mill.

Walking Weekend - Twyford Down & the Water Meadows | 7 miles

Start:

Difficulty:: Moderate

Distance:: 7.0 miles

Group of hikers walking by old stone wall

Walking Weekend - Navigate the Itchen | 5 Miles

Start:

Difficulty:: Leisurely

Distance:: 5.0 miles

Hill with hill fort, crowned by trees. A church in the foreground.

Walking Weekend - Discover the Itchen Way - a natural environment? | 10 miles

Start:

Difficulty:: Moderate

Distance:: 10.0 miles

View of Winchester cathedral tower with trees to the left.

Walking Weekend - Stepping Into Winchester's past | 5 miles

Start:

Difficulty:: Leisurely

Distance:: 5.0 miles

Grand 19th century barracks, now housing, with an ornamental pond and fountain in front.

Walking Weekend - Wander through Winchester | 3 Miles

Start:

Difficulty:: Easy

Distance:: 3.0 miles

An old mill, converted into a house, sits over the River itchen, which flows beside green lawns

Walking Weekend - A wander along St Swithun's Way | 8 miles

Start:

Difficulty:: Leisurely

Distance:: 8.0 miles

Walks With Artists - Winchester Hill with local painter Tim Craven - 5 miles

Start:

Difficulty:: Moderate

Distance:: 5.0 miles

Medieval gateway with old lamp post. Hill in the background.

Walking Weekend - An evening walk along the Ways | 5 miles

Start:

Difficulty:: Moderate

Distance:: 5.0 miles

View across wooded downland with hot air balloon.

Walking Weekend - Panoramic Winchester Walk | 5 miles

Start:

Difficulty:: Leisurely

Distance:: 5.0 miles

View of medieval buildings with a gate house

Walking Weekend - In Keat's Footsteps to St Cross | 6 miles

Start:

Difficulty:: Leisurely

Distance:: 6.0 miles

View of the outer walls of St Cross hospital, a gravel path and grassland

Walking Weekend - Riverside Paths and Rolling Downs (10 miles)

Start:

Difficulty:: Moderate

Distance:: 10.0 miles

The small medieval church at Chilcomb with a short tower

Walking Weekend - Twyford Down and Chilcomb | 5.5 miles

Start:

Difficulty:: Moderate

Distance:: 5.5 miles

Evening view through tress towards clouds lit by setting sun.

Walking Weekend - History and Nature of St Giles Hill | 2.5 miles

Start:

Difficulty:: Leisurely

Distance:: 2.5 miles

A small medieval church with short wooden tower and tiled steeple.

Walking Weekend - South Downs Way to Chilcomb | 5 miles

Start:

Difficulty:: Leisurely

Distance:: 5.0 miles

Walking Weekend - In Keat's Footsteps to St Cross | 6 miles

Start:

Difficulty:: Leisurely

Distance:: 6.0 miles

Itchen Navigation waterway, with houses on the bank. Very green surroundings.

Walking Weekend - River walk and historic buildings from Winchester Cathedral | 10 miles

Start:

Difficulty:: Moderate

Distance:: 10.0 miles

11 or 12 miles Ecchinswell, Ladle Hill and Watership Down

Start:

Difficulty:: Moderate

Distance:: 12.0 miles

Evening walk - Teg Down, Winchester - 5 miles

Start:

Difficulty:: Moderate

Distance:: 5.0 miles

Cheesefoot Head with the Boomtown Festival in August

Evening walk - Cheesefoot Head - 5 miles

Start:

Difficulty:: Moderate

Distance:: 5.0 miles

Join the Ramblers and enjoy

unlimited free access to 50,000 Ramblers group walks
a library jam-packed with thousands of tried-and-tested routes
a welcome pack teeming with top tips plus our Walk magazine
exclusive discounts from our partners
knowing your support is opening up more places to walk and helping more people discover the joy of walking

Join now for just £3.58 per month