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Cheesefoot Head – Telegraph Hill loop from Cheriton

Routes

Running trails & routes

Cheesefoot Head – Telegraph Hill loop from Cheriton

Moderate

5.0

(1)

runners

Cheesefoot Head – Telegraph Hill loop from Cheriton

01:31

14.2km

200m

Running

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

Last updated: July 17, 2026

Tips

Your route passes through a protected area

Please check local regulations for:

South Downs National Park

Waypoints

Start point

Get Directions

721 m

Bench With a View of South Downs

Highlight • Viewpoint

4.80 km

Pathway Through Beech Trees, South Downs National Park

Highlight • Viewpoint

A great downhill ride from Cheesefoot car park

Tip by

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

6.05 km

View of Cheesefoot Head and Wildflower Fields

Highlight • Natural

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

6.07 km

Telegraph Hill

Highlight • Natural

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

7.10 km

Chilcomb Wood

Forest

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

10.6 km

Water Pumps and Cycle Tool Kit at South Downs Way

Highlight • Cycleway

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

14.2 km

End point

Way Types & Surfaces

Way Types

13.6 km

246 m

238 m

Surfaces

7.00 km

6.56 km

559 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 (100 m)

Weather

Tuesday 25 August

27°C

13°C

19 %

Additional weather tips

Max wind speed: 13.0 km/h

to get more detailed weather forecasts along your route

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 – Telegraph Hill loop from Cheriton

Gander Down

Bench With a View of South Downs

Pathway Through Beech Trees, South Downs National Park

Cheesefoot Head

View of Cheesefoot Head and Wildflower Fields

Telegraph Hill

Cheesefoot Head

Water Pumps and Cycle Tool Kit at South Downs Way

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