4.8
(14)
144
riders
8
rides
Gravel biking around Chilcomb offers access to the varied terrain of the South Downs National Park, characterized by rolling chalk downs, ancient woodlands, and river valleys. The area features a mix of chalky paths and bridleways, providing diverse surfaces for gravel riders. Elevated points like St Catherine's Hill and Cheesefoot Head offer wide views over the landscape. The region's geology provides a network of trails suitable for different fitness levels.
Last updated: July 3, 2026
4.7
(9)
97
riders
65.9km
04:47
980m
980m
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4.7
(3)
29
riders
33.6km
02:11
390m
390m
Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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5.0
(2)
7
riders
Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
7
riders
68.0km
03:55
630m
620m
Hard gravel ride. Very good fitness required. You may need to push your bike for some segments of this route.
4
riders
34.5km
02:11
400m
400m
Hard gravel ride. Good fitness required. You may need to push your bike for some segments of this route.
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Historic waterbeds for growing watercress, on a very quiet road. There's a ford just along with a perfect cycle crossing
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Watch out for deer. Saw 2 young ones running down the road towards me near the summit. They dived through the hedge as they got close
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A really nice varied route. The fast majority of it is really wide too. Very quiet on an overcast autumn week day.
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Nice views but watch out for the chalk!
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The views across the river are amazing.
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Be sure to visit Cheriton Village and stop for refreshment at the Flower pots
1
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There are 8 gravel bike trails around Chilcomb, offering a variety of experiences within the South Downs National Park. These routes range from moderate to difficult, catering to different skill levels.
Gravel biking around Chilcomb features varied terrain typical of the South Downs National Park. You'll encounter a mix of chalky paths, bridleways, and some more rugged sections, with rolling hills and ancient landscapes providing a scenic experience.
While many routes in Chilcomb involve significant elevation and can be challenging, some sections of the South Downs Way or paths along the River Itchen might be suitable for families looking for flatter, less technical rides. For a moderate option, consider the Stepping stones playground β Field Path Near the Woods loop from Winchester, which is 14.0 miles long.
Many routes offer stunning views and pass by significant landmarks. You can enjoy exceptional views over Winchester and the Itchen Valley from St Catherine's Hill, which also features an Iron Age hillfort. The natural amphitheater of Cheesefoot Head is another prominent landmark offering wide views across the chalk downland. The Wheely Down Farm Lane β Cheesefoot Head loop from Winchester specifically includes Cheesefoot Head.
Yes, the Meon Valley Trail β Old Winchester Hill loop from Winchester is a difficult 40.8-mile route that traverses sections of the Meon Valley Trail and includes climbs to Old Winchester Hill. Another option is the Longwood Dean Lane Tree Tunnel β Meon Valley Trail loop from Shawford, a difficult 68.0-mile route.
The gravel biking routes around Chilcomb offer a range of difficulties. Out of the 8 available routes, 5 are rated as moderate and 3 are difficult. This means you can find options for both experienced riders seeking a challenge and those looking for a more manageable ride.
Yes, many of the gravel bike trails around Chilcomb are designed as loops. Examples include the Meon Valley Trail β Old Winchester Hill loop from Winchester and the Wheely Down Farm Lane β Cheesefoot Head loop from Winchester, allowing you to start and finish in the same location.
The gravel biking routes in Chilcomb are highly regarded by the komoot community, with an average rating of 4.6 stars from over 12 reviews. Riders often praise the varied terrain, scenic views, and the challenging yet rewarding climbs found within the South Downs National Park.
Absolutely. The area is rich in natural beauty. You'll find the internationally important chalk stream of the River Itchen flowing nearby, and the routes traverse ancient woodlands and rolling chalk downs. Keep an eye out for the distinctive copse of beech trees at the summit of St Catherine's Hill, known as 'The Clump'.
For experienced riders seeking a challenge, Chilcomb offers several difficult routes. The Longwood Dean Lane Tree Tunnel β Meon Valley Trail loop from Shawford is a demanding 68.0-mile route with significant elevation gain, and the Cheesefoot Head β Cheesefoot Head loop from Itchen Stoke and Ovington is another difficult option at 34.5 miles.
The South Downs National Park, where Chilcomb is located, offers enjoyable gravel biking throughout much of the year. Spring and autumn provide pleasant temperatures and beautiful scenery. While summer is also popular, be prepared for potentially dusty chalk paths. Winter rides are possible, but trails can become muddy and slippery, especially after rain, so appropriate gear is essential.


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