4.5
(293)
9,944
riders
367
rides
Touring cycling routes around Headley traverse a landscape characterized by rolling hills, dense woodlands, and open countryside. The area, situated in Surrey, features varied terrain including chalk ridges and valleys, offering diverse cycling experiences. These routes often include scenic climbs and descents, providing panoramic views of the surrounding region. The natural environment supports a range of outdoor activities, with many trails winding through protected areas.
Last updated: June 24, 2026
4.8
(6)
2,431
riders
12.9km
00:51
180m
180m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
54
riders
26.8km
01:47
400m
400m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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4.5
(2)
51
riders
21.1km
01:17
140m
140m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
29
riders
60.0km
03:48
630m
630m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
20
riders
34.2km
02:24
520m
520m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Great coffee and snacks at The Reading Room on the common
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This route does require experience on uphill and downhill sections
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This solar powered charger can top up two e-bikes at a time, and given its placed right next to the cycle parking means you can lock your bikes, charge em up and go for a stroll and a wander round Denbiesβ¦or perhaps just head straight to the wine tasting, eh?
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Perhaps the most scenic and entertaining way to descend from Box Hill, the Zig Zag Road takes you from the iconic hill down to the Mole Valley. Box Hill is renowned for its wide-reaching views and its vibrant, nature-rich slopes. Both can be appreciated when cycling here.
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The Zig Zag Road to the top of Box Hill provides multi-user access to this iconic Surrey beauty spot. It features on the Leith Hill Greenway, a route designed so that hikers, wheelchair users, cyclists and equestrians can enjoy the Surrey Hills together. Don't be surprised to see runners taking on the switchbacks, the Zig Zag Road features on the Beat Box Hill trail races.
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Headley offers a diverse range of touring cycling routes suitable for various skill levels. You'll find over 100 easy routes, nearly 170 moderate routes, and more than 110 difficult routes, ensuring options for everyone from beginners to experienced cyclists.
Yes, Headley has numerous easy touring cycling routes that are suitable for families. These routes often traverse quieter country lanes and offer a gentler experience through the rolling hills and woodlands. For an easy option, consider the Start of Box Hill Climb β Denbies Wine Estate loop from Surrey.
Many routes in Headley provide panoramic views, especially those that include climbs. The Zig Zag Road, Box Hill β View from Box Hill loop from Headley is well-known for its expansive views from Box Hill. Another route, Denbies Wine Estate β View from Box Hill loop from Walton On The Hill, also offers views from Box Hill alongside vineyard landscapes.
The Headley area is rich with natural and historical points of interest. You can discover highlights such as the River Mole Stepping Stones, the Salomons Memorial Viewpoint, and the historic Broadwood's Folly. For nature lovers, the Sheepleas Nature Reserve and various lakes like Spynes Mere Nature Reserve offer beautiful detours.
Yes, many touring cycling routes around Headley are designed as loops, allowing you to start and finish in the same location. Examples include the popular Zig Zag Road, Box Hill β View from Box Hill loop from Headley and the Brockham Village Green β Reigate Heath Windmill loop from Betchworth.
The duration of routes varies significantly based on distance and difficulty. For example, an easy route like the Zig Zag Road, Box Hill β View from Box Hill loop from Headley (8.0 miles) can take around 51 minutes, while a more challenging route like Shere Village β Peaslake Village loop from Betchworth (37.3 miles) might take over 3 hours and 45 minutes.
The varied terrain of Headley, with its rolling hills and woodlands, is enjoyable throughout much of the year. Spring and autumn offer pleasant temperatures and beautiful scenery with blooming wildflowers or vibrant foliage. Summer is also popular, though some climbs can be more strenuous in warmer weather. Winter cycling is possible, but be mindful of potentially wet or icy conditions on trails.
While many routes in Headley pass through natural areas, it's important to consider local regulations regarding dogs, especially in protected areas or private land. If cycling with a dog, ensure they are well-behaved, on a leash where required, and that you have a suitable setup for their comfort and safety on the bike. Always check specific route details and local signage.
Parking is generally available at various points around Headley, particularly near popular trailheads, villages, and attractions. Many routes start from locations with designated parking areas, though these can fill up during peak times. It's advisable to check specific starting points for parking information before your trip.
Headley and the surrounding Surrey Hills area are accessible by public transport, primarily trains to nearby towns like Dorking or Leatherhead, followed by local bus services. Some routes may be directly accessible from train stations, allowing you to start your ride without a car. Always check current train and bus schedules and consider bike carriage policies.
The touring cycling routes in Headley are highly regarded by the komoot community, holding an impressive average rating of 4.5 stars from over 250 reviews. Cyclists frequently praise the diverse terrain, scenic climbs, and the opportunity to explore the region's beautiful woodlands and open countryside.
Yes, many touring cycling routes in Headley pass through or near charming villages and towns where you can find pubs, cafes, and shops for refreshments. For example, the Brockham Village Green β Reigate Heath Windmill loop from Betchworth leads through rural villages, offering opportunities for a break.


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