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Routes
Running trails & routes
United Kingdom
England
South East England
Hampshire
Winchester
Cheriton

Cheesefoot Head – Cheesefoot Head loop from Cheriton

Moderate

5.0

(1)

28

runners

Cheesefoot Head – Cheesefoot Head loop from Cheriton

01:31

14.2km

200m

Running

Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Last updated: April 17, 2026

Tips

Your route passes through a protected area

Please check local regulations for:

South Downs National Park

Waypoints

A

Start point

Get Directions

1

4.80 km

Pathway Through Beech Trees, South Downs National Park

Highlight • Viewpoint

A great downhill ride from Cheesefoot car park

Tip by

2

4.80 km

Boomtown Festival Site View

Highlight • Viewpoint

Good access to the South Downs Way.

Tip by

3

4.93 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

4

6.05 km

This is a beautiful part of the South Downs Way close to Telegraph Hill near to the village of Chilcomb. It offers stunning views out towards Winchester and is home to a variety of wildflowers in summer months, including poppies.

Tip by

7.10 km

Chilcomb Wood

Forest

6

8.13 km

Great views looking north of Hampshire countryside.
Nice long stretch of gravel track.

Tip by

7

9.08 km

Cheesefoot Head

Highlight (Segment) • Historical Site

Cheesefoot Head is a natural amphitheatre and beauty spot that provides sweeping vistas of the South Downs.

The area holds historical significance as well. During World War II, it served …

Tip by

8

10.6 km

Fresh water tap - an essential resource for South Downs Way walkers and cyclists. Tap tested and working in May 2022. This station also includes a bike pump/tools.

Tip by

9

12.6 km

Bench With a View of South Downs

Highlight • Viewpoint

B

14.2 km

End point

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Way Types & Surfaces

Way Types

13.6 km

246 m

238 m

Surfaces

7.01 km

6.56 km

559 m

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Elevation

Elevation

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

Highest point (160 m)

Lowest point (100 m)

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Weather

Powered by Foreca

Saturday 23 May

29°C

12°C

0 %

Additional weather tips

Max wind speed: 8.0 km/h

to get more detailed weather forecasts along your route

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

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