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Routes
Mountain biking trails
United Kingdom
England
South East England
Hampshire

South Downs Way at Holden Farm – Cheesefoot Head loop from Winchester

Routes
Mountain biking trails
United Kingdom
England
South East England
Hampshire

South Downs Way at Holden Farm – Cheesefoot Head loop from Winchester

Moderate

4.8

(12)

82

riders

South Downs Way at Holden Farm – Cheesefoot Head loop from Winchester

02:28

32.3km

390m

Mountain biking

Moderate mountain bike ride. Good fitness required. Suitable for all skill levels. The starting point of the route is accessible with public transport.

Last updated: August 27, 2026

Tips

Cycling is not permitted along parts of this route

After 135 m for 65 m

After 32.1 km for 65 m

Waypoints

A

Start point

Bus stop

Get Directions

3.15 km

Chilcomb Wood

Forest

2

3.88 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

3

4.19 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

5.45 km

A great downhill ride from Cheesefoot car park

Tip by

5.54 km

Great Clump

Forest

6

9.91 km

South Downs Way at Holden Farm

Highlight • Cycleway

7

14.0 km

South Downs Way – Lomer Farm Track

Highlight (Segment) • Trail

I low friction gravel and hardpack chalk

Tip by

8

17.1 km

South Downs Way Water Tap

Highlight • Rest Area

Perfect working tap with good pressure.

Tip by

9

23.1 km

Goander Down Gravel Path

Highlight • Natural

Rolling hills and glorious singletrack

Tip by

10

25.7 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

B

32.3 km

End point

Bus stop

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Way Types & Surfaces

Way Types

22.4 km

6.38 km

1.91 km

1.43 km

179 m

Surfaces

11.5 km

10.9 km

9.57 km

291 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 28 August

21°C

16°C

-- %

Additional weather tips

Max wind speed: -- km/h

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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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