Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Routes
Cycling routes
United Kingdom
England
South East England
Surrey
Mole Valley

Headley

The best cycling routes around Headley

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.

Best touring cycling routes around Headley

  • The most popular touring cycling route is Zig Zag Road, Box Hill – View from Box Hill loop from Headley, an 8.0 miles (12.9 km) trail that takes about 51 minutes to complete. This route features a notable climb and offers expansive views from Box Hill.
  • Another top favourite among local touring cyclists is Denbies Wine Estate – View from Box Hill loop from Walton On The Hill, a moderate 16.6 miles (26.8 km) path. This route winds through vineyard landscapes and offers further views from Box Hill.
  • Local touring cyclists also love the Brockham Village Green – Reigate Heath Windmill loop from Betchworth, a 13.1 miles (21.1 km) trail leading through rural villages and past historic landmarks, often completed in about 1 hour 17 minutes.
  • Touring cycling around Headley is defined by rolling hills, woodlands, and open countryside, with a network of routes offering options for easy, moderate, and difficult ability levels.
  • The routes in Headley are highly rated by the komoot community with an average score of 4.5 stars from over 250 reviews. More than 10,000 touring cyclists have used komoot to explore Headley's varied terrain.

Last updated: June 24, 2026

4.8

(6)

2,431

riders

#1.

Headley Lane – Zig Zag Road, Box Hill loop from Headley

12.9km

00:51

180m

180m

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Navigate with device

Send to Phone

Save

Moderate

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate
guide_signup
Let us show you the way with the komoot mobile app
With aΒ free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

Sign up for free

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard
Sign up for free to see 363 more rides around Headley.

Get access to more routes and recommendations from other explorers.

Sign up for free

Already have an account?

Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

Start today with a free account

Your next adventure awaits.

Login or Signup

Popular around Headley

Road Cycling Routes around Headley

Hiking around Headley

MTB Trails around Headley

Running Trails around Headley

Gravel biking around Headley

Tips from the Community

Lena
March 29, 2026, Brockham Village Green

Great coffee and snacks at The Reading Room on the common

0

0

This route does require experience on uphill and downhill sections

0

0

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 Denbies…or perhaps just head straight to the wine tasting, eh?

0

0

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.

0

0

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.

0

0

Cici
April 13, 2024, Headley Lane

Nice downhill before the accent to garner your reserves.

0

0

Cici
April 13, 2024, Headley Lane

A nice easy hill.

0

0

Lovely pub with a dress code.

0

0

Frequently Asked Questions

What are the difficulty levels of touring cycling routes around Headley?

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.

Are there family-friendly touring cycling routes in Headley?

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 – Denbies Wine Estate loop from Surrey.

Which touring cycling routes offer the best scenic views around Headley?

Many routes in Headley provide panoramic views, especially those that include climbs. The Zig Zag Road, Box Hill – View from Box Hill loop from Headley is well-known for its expansive views from Box Hill. Another route, Denbies Wine Estate – View from Box Hill loop from Walton On The Hill, also offers views from Box Hill alongside vineyard landscapes.

What interesting places can I explore along touring cycling routes in Headley?

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.

Are there circular touring cycling routes available in Headley?

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 – View from Box Hill loop from Headley and the Brockham Village Green – Reigate Heath Windmill loop from Betchworth.

How long do touring cycling routes around Headley typically take?

The duration of routes varies significantly based on distance and difficulty. For example, an easy route like the Zig Zag Road, Box Hill – View from Box Hill loop from Headley (8.0 miles) can take around 51 minutes, while a more challenging route like Shere Village – Peaslake Village loop from Betchworth (37.3 miles) might take over 3 hours and 45 minutes.

What is the best season for touring cycling in Headley?

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.

Are touring cycling routes around Headley suitable for cycling with dogs?

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.

Is parking available near touring cycling routes in Headley?

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.

Can I access touring cycling routes in Headley by public transport?

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.

What do other touring cyclists say about the routes in Headley?

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.

Are there places to stop for refreshments along the touring cycling routes?

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 – Reigate Heath Windmill loop from Betchworth leads through rural villages, offering opportunities for a break.

Most popular routes around Headley

Road Cycling Routes around Headley

Most popular attractions around Headley

Places to see

Store rating

Get inspired with the komoot mobile app

With aΒ free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

or

Join komoot Now

Store rating

Explore more

Browse the best Cycling routes in other regions.

WottonBrockhamMicklehamBucklandNorbury ParkWotton CommonAshtead CommonBetchworthHolmwoodCharlwoodCapelOckleyGreat Bookham CommonAbingerNewdigateLeigh

Nearby adventure guides

Things to Do around Mickleham

background

Get ready to conquer new peaks

Sign up for Free

Explore
RoutesRoute plannerFeaturesHikesMTB TrailsRoad cycling routesBikepackingSitemap
Download the app
Follow Us on Socials

Β© komoot GmbH

Privacy Policy