4.4
(201)
2,887
riders
445
rides
Touring cycling routes around Headley traverse a landscape characterized by varied terrain, including the rolling hills of the Surrey Hills National Landscape and the flat, wooded areas of Woolmer Forest. The region features prominent natural attractions such as Box Hill, known for its challenging ascents, and the scenic Frensham Great Pond. Cyclists can expect a mix of quiet country roads and dedicated trails, with some segments offering unpaved surfaces.
Last updated: May 20, 2026
5.0
(3)
66
riders
28.1km
02:36
220m
220m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
17
riders
41.6km
02:32
360m
360m
Hard bike ride. Good fitness required. You may need to push your bike for some segments of this route.

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4.0
(1)
23
riders
43.1km
02:59
280m
280m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
14
riders
31.2km
02:22
270m
270m
Hard bike ride. Good fitness required. You may need to push your bike for some segments of this route.
13
riders
Hard bike ride. Good fitness required. You may need to push your bike for some segments of this route.
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Ideal practice loop on the gravel bike. Traffic free and flat bar the steep but short bump in the north east corner.
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Lovely quiet roads for riding away from the traffic
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great gravel path. In my opinion an unexperienced cyclist could struggle a bit due to the sandy bits, i.e. my mum. In general super quite and great fund. I did it with a road bike - possible but not as much fun as with a gravel bike. In general, do not go on your road bike.
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0
Easy flatish peri track, gravelled all the way round and open public access
0
0
Do in the dry. Great for intermediate +
0
0
Good alternative to the main route but still a relatively easy walk.
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0
Headley offers a wide selection of touring cycling routes, with over 450 options available. These routes cater to various preferences, from relaxed rides to more challenging endeavors, ensuring there's something for every cyclist.
The terrain around Headley is quite varied. You can expect a mix of quiet country roads, dedicated trails, and some unpaved segments. The landscape includes the rolling hills of the Surrey Hills National Landscape, challenging ascents around Box Hill, and the flatter, wooded areas of Woolmer Forest.
The touring cycling routes around Headley are highly rated by the komoot community, with an average score of 4.4 stars from over 190 reviews. More than 2900 touring cyclists have explored the area, often praising the diverse landscapes and the mix of quiet roads and scenic trails.
Yes, Headley offers routes suitable for various skill levels. There are nearly 100 easy touring cycling routes available. For a moderate and family-friendly option, consider the King Alfred's Way – Woolmer Forest Perimeter Track loop from Bordon, which explores the perimeter tracks of Woolmer Forest.
Absolutely. For experienced cyclists seeking a challenge, Headley has nearly 200 difficult touring cycling routes. A demanding option is The King Oak – View of Frensham Great Pond loop from Bordon, which features varied terrain and views of Frensham Great Pond.
Touring cycling routes near Headley offer access to stunning natural features. You can encounter the dramatic landscape of the Devil's Punch Bowl, explore the tranquil paths of Woolmer Forest, or enjoy scenic vistas around Frensham Great Pond. Specific viewpoints include Hindhead Trig Point and Gibbet Hill Viewpoint.
Yes, the region boasts several scenic viewpoints. From areas around Box Hill, you can enjoy views of Dorking, the River Mole, and the North Downs. Other notable viewpoints include Crooksbury Hill Viewpoint and the View from Weatham Hill Trig Point, offering picturesque panoramas of the surrounding landscape.
Many touring cycling routes around Headley are designed as loops, allowing you to start and finish at the same point. Examples include the Pump Track – Liss Riverside Railway Walk loop from Bordon, which takes you through the Liss Riverside Railway Walk, and the Devil's Punch Bowl Trail – Devil's Punch Bowl Bike Trail loop from Frensham Common.
Yes, several routes incorporate the beautiful lakes and ponds in the area. The Alice Holt Gravel Trail – View of Frensham Great Pond loop from Bordon is a great option that offers views of Frensham Great Pond. You can also explore highlights like Frensham Little Pond and Folly Pond.
Yes, the region is well-suited for gravel biking, particularly in areas like Woolmer Forest, which features perimeter tracks ideal for this type of cycling. The Devil's Punch Bowl also offers gravel paths that appeal to cyclists looking for varied terrain.
While specific seasonal data isn't provided, the diverse landscapes of Headley, including the Surrey Hills and Woolmer Forest, are generally enjoyable throughout the spring, summer, and autumn months. These seasons typically offer more favorable weather conditions for exploring the mix of paved and unpaved routes.
Many routes in Headley provide a blend of environments. For instance, routes that traverse Woolmer Forest offer wooded sections, while those around Box Hill or Frensham Great Pond provide more open views and scenic vistas. The region's diverse landscape ensures a varied cycling experience.


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