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  4. Winchester Walking Weekend 20-22 June 2025

Winchester Walking Weekend 20-22 June 2025

Start:
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Winchester Group

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

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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
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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

Donkeys

5-6 Rockford and Ibsley Common

Start:

Difficulty:
Moderate
Distance:
5.2 miles
Woodland of course!

11 miles Longparish to St. Mary Bourne

Start:

Difficulty:
Moderate
Distance:
11.0 miles
Placeholder image

7 (or 9.3) miles Keyhaven

Start:

Difficulty:
Moderate
Distance:
7.0 miles
Taken on pre-walk

Sunday - Upham

Start:

Difficulty:
Moderate
Distance:
9.5 miles
View from Chalton Down

11 miles - Blendworth

Start:

Difficulty:
Moderate
Distance:
11.0 miles
Cygnets usually born May to July

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

Start:

Difficulty:
Moderate
Distance:
5.0 miles
Chilcomb

Evening walk: Magdalen Down and Chilcomb - 5 miles

Start:

Difficulty:
Moderate
Distance:
5.0 miles
Bell

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

Start:

Difficulty:
Moderate
Distance:
4.8 miles
View from Old Winchester Hill

Walks With Artists - Old Winchester Hill - 2 miles

Start:

Difficulty:
Leisurely
Distance:
2.0 miles
Greenham

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
View from Old Winchester Hill

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
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
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
Ladle Hill

11 or 12 miles Ecchinswell, Ladle Hill and Watership Down

Start:

Difficulty:
Moderate
Distance:
12.0 miles
View from St Giles Hill

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
Register for an account for FREE