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Routes
Mountain biking trails
United Kingdom
England
South East England
Hampshire
Winchester
Cheriton

Cheesefoot Head – Chilcomb Climb loop from Source of the River Itchen

Routes
Mountain biking trails
United Kingdom
England
South East England
Hampshire
Winchester
Cheriton

Cheesefoot Head – Chilcomb Climb loop from Source of the River Itchen

Moderate

4.6

(16)

20

riders

Cheesefoot Head – Chilcomb Climb loop from Source of the River Itchen

02:40

33.5km

400m

Mountain biking

Moderate mountain bike ride. Good fitness required. Advanced riding skills necessary. The starting point of the route is accessible with public transport.

Last updated: May 23, 2026

Tips

Your route passes through a protected area

Please check local regulations for:

South Downs National Park

Waypoints

A

Start point

Bus stop

Get Directions

1

6.24 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 as an important military training area for British troops preparing for the D-Day invasion in Normandy. You can still spot remnants of military training, adding to its historical interest.

Tip by

2

7.85 km

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

Tip by

3

8.85 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

4

8.86 km

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

Tip by

5

9.16 km

Chilcomb Climb

Highlight • Trail

An unforgettable climb at the start of the SDW - you’ll really start to understand what you’re in for at this stage 😄

Tip by

6

9.79 km

Always reassuring to see these en route!

Tip by

7

9.91 km

Chilcomb Firing Range Track

Highlight (Segment) • Trail

Be sure to check the range firing times on the gov.uk website

Tip by

22.6 km

Oakclose Plantation

Forest

27.3 km

Lane End Copse

Forest

B

33.5 km

End point

Bus stop

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Way Types & Surfaces

Way Types

14.0 km

9.86 km

7.42 km

1.72 km

258 m

123 m

109 m

Surfaces

11.5 km

7.00 km

6.67 km

5.86 km

2.43 km

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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 (30 m)

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Weather

Powered by Foreca

Saturday 23 May

29°C

12°C

0 %

Additional weather tips

Max wind speed: 7.0 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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