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Cheesefoot Head – The Weirs, Winchester loop from Stonywalls Plantation

Routes

Hiking trails & Routes

Cheesefoot Head – The Weirs, Winchester loop from Stonywalls Plantation

Hard

4.8

(5)

hikers

Cheesefoot Head – The Weirs, Winchester loop from Stonywalls Plantation

07:08

26.4km

340m

Hiking

Hard hike. Very good fitness required. Easily-accessible paths. Suitable for all skill levels.

Last updated: May 26, 2026

Tips

Your route passes through protected areas

Please check local regulations for:

South Downs National Park

Waypoints

Start point

Get Directions

2.79 km

Lane End Copse

Forest

5.80 km

Bench With a View of South Downs

Highlight • Viewpoint

9.10 km

Cheesefoot Head

Highlight • Natural Monument

The large natural amphitheatre of Cheesefoot Head marks the first great view you experience along the South Downs Way, with views stretching to the Solent and the Isle of Wight. …

Tip by

10.2 km

Beautiful walking trails of the South Downs Way. For some long distance walkers, this is where the trail has left Winchester and starts to become more rural. For others, Winchester is close and the end is near!

Tip by

15.1 km

The City Bridge

Highlight • Bridge

a key landmark that crosses the River Itchen right next to the famous Winchester City Mill on the eastern edge of the city centre.

Tip by

15.2 km

The Weirs, Winchester

Highlight • Viewpoint

The Weirs is a stunning walkway located at the bottom of the high street and behind Wolvesey Palace and the cathedral. Swans, ducks and moorhens are often seen paddling about …

Tip by

15.7 km

Winchester College

Highlight • Historical Site

Founded in 1382

Tip by

16.0 km

Wolvesey Castle (Old Bishop's Palace)

Highlight • Historical Site

The medieval bishops of Winchester were powerful men and Wolvesey Castle was one of the most important buildings in England at the time. Whilst the castle might be in ruins …

Tip by

16.5 km

Wharf Bridge

Highlight • Trail

Very old bridge giving access to the Itchen Trail

Tip by

24.9 km

Longwood

Forest

26.4 km

End point

Way Types & Surfaces

Way Types

10.6 km

7.43 km

4.32 km

2.35 km

1.72 km

Surfaces

8.65 km

8.34 km

5.09 km

3.43 km

771 m

108 m

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (160 m)

Lowest point (30 m)

Weather

Sunday 12 July

28°C

13°C

-- %

Additional weather tips

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Comments

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Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

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Cheesefoot Head – The Weirs, Winchester loop from Stonywalls Plantation

Bench With a View of South Downs

Cheesefoot Head

Telegraph Hill

The City Bridge

The Weirs, Winchester

Winchester College

Wolvesey Castle (Old Bishop's Palace)

Wharf Bridge

Nearby routes

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