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

Telegraph Hill – Cheesefoot Head loop from Hampshire

Hard

47

runners

Telegraph Hill – Cheesefoot Head loop from Hampshire

01:38

15.0km

200m

Running

Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels. The starting point of the route is right next to a parking lot.

Last updated: May 12, 2026

Tips

Your route passes through a protected area

Please check local regulations for:

South Downs National Park

Waypoints

A

Start point

Parking

Get Directions

1

4 m

Baker & White Coffee Co. at Cheesefoot Head Car Park

Highlight • Rest Area

Great coffee, good selection of cakes and friendly service from a vintage van. Open Thursday - Sunday
07:30 - 16:30.

Tip by

2

1.00 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

3

1.02 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

4

7.19 km

Bench With a View of South Downs

Highlight • Viewpoint

5

13.5 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

14.5 km

Great Clump

Forest

7

14.6 km

A great downhill ride from Cheesefoot car park

Tip by

8

14.6 km

Boomtown Festival Site View

Highlight • Viewpoint

Good access to the South Downs Way.

Tip by

9

14.7 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

B

15.0 km

End point

Parking

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Way Types & Surfaces

Way Types

8.88 km

2.66 km

1.85 km

611 m

407 m

402 m

210 m

Surfaces

5.77 km

4.67 km

2.29 km

1.47 km

821 m

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Elevation

Elevation

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

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Weather

Powered by Foreca

Friday 29 May

26°C

11°C

0 %

Additional weather tips

Max wind speed: 12.0 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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