Cheesefoot Head – Cheesefoot Head loop from Cheriton

Running trails & routes

Cheesefoot Head – Cheesefoot Head loop from Cheriton

Moderate

5.0

(1)

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: October 15, 2026

Tips

Your route passes through a protected area

Please check local regulations for:

South Downs National Park

Waypoints

Start point

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1.63 km

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

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4.80 km

Boomtown Festival Site View

Highlight • Viewpoint

Good access to the South Downs Way.

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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. …

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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.

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7.10 km

Chilcomb Wood

Forest

8.13 km

View of the Hampshire Countryside from South Downs National Park

Highlight • Viewpoint

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

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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 …

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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.

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