4.6
(407)
9,885
riders
353
rides
Road cycling around Caterham-On-The-Hill offers varied terrain and scenic landscapes within the North Downs and Surrey Hills. The region is characterized by undulating and hilly routes, featuring chalk downlands, ancient woodlands, and open meadows. Cyclists can expect mostly well-paved surfaces, with some challenging climbs and diverse scenery throughout the area. This setting provides a range of road cycling experiences for different fitness levels.
Last updated: July 4, 2026
82
riders
101km
04:32
950m
950m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
72
riders
82.1km
03:40
760m
760m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

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36
riders
63.9km
03:00
630m
630m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
5.0
(9)
29
riders
39.9km
02:04
520m
520m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(1)
27
riders
34.9km
01:44
500m
500m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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A Saxon church founded in the 10th or 11th Century on the site of an even older church, and altered and added-to over the centuries. On the North wall is the Chaldon Mural, ‘the Ladder of Salvation of the Human Soul’, painted in around 1200 then white-washed over at some point, and revealed again in 1869; a unique work of art and very worth a look.
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A good work out ahead of coffee at either Chiddingstone Castle café or the Tulip.
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Very picturesque village with excellent "Tulip" café right opposite the church
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An absolutely nice and quiet lane, there is much greenery around. The road is a bit narrow, nonetheless the road surface is good for both road and gravel riding. it's mostly flat with little rising, nothing much to bother your legs.
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Nice to ride if quiet but a few 4x4 idiots
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Lovely valley road to ride through. Impressive posh school buildings in nice quiet road.
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There are over 350 road cycling routes in the Caterham-On-The-Hill area, offering a wide range of options for different skill levels. These routes are highly rated by the komoot community, with an average score of 4.6 stars.
The terrain around Caterham-On-The-Hill is characterized by undulating and hilly routes, featuring chalk downlands, ancient woodlands, and open meadows. You'll find mostly well-paved surfaces, but the area is known for its challenging ascents, including famous climbs like Box Hill and Col du Skelly.
Yes, Caterham-On-The-Hill is well-known for its challenging climbs. A notable difficult route is the Box Hill Climb – View from Box Hill loop from Whyteleafe, which includes the iconic Box Hill ascent. The area also features the challenging Col du Skelly (Beddlestead Lane climb), known for its inconsistency and length.
While the region is known for its hills, there are plenty of moderate routes. For example, the Chaldon Church – Church Lane, Chaldon loop from Caterham offers a moderate road ride through the countryside. Another good option is the Furnace Lane – Country Lane Near Mark Beech loop from Caterham, which provides varied scenery on a moderate trail.
Road cycling routes often pass through the beautiful Surrey Hills and offer views of the North Downs. You can encounter landmarks such as the Col du Skelly Monument, dedicated to a cyclist. Other scenic spots include Farthing Downs Scenic Road and various viewpoints like View of the High Weald from Gravelly Hill.
The area offers a mix of terrain. While many routes feature challenging climbs, there are also moderate options that families with older children or those seeking a less strenuous ride might enjoy. It's best to check the difficulty ratings and elevation profiles of individual routes on komoot to find the most suitable ones for your family.
The spring and autumn months generally offer pleasant temperatures and beautiful scenery for road cycling in Caterham-On-The-Hill. Summer can also be excellent, though some climbs might be more strenuous in warmer weather. Winter cycling is possible, but be prepared for potentially wet and colder conditions on the exposed downlands.
The region around Caterham-On-The-Hill, being popular with cyclists, has various villages and towns along its routes where you can find cafes, pubs, and other amenities for a refreshment stop. Many local establishments are accustomed to catering to cyclists.
Parking is generally available in and around Caterham-On-The-Hill, particularly in town centers or designated car parks. For specific routes, it's advisable to check the starting points on komoot, as many routes begin near public parking facilities.
Caterham-On-The-Hill is accessible by public transport, including train services, which can be convenient for cyclists looking to start their rides from the town. Check local train operator policies regarding bikes during peak hours.
The area is highly rated by the komoot community, with an average score of 4.6 stars from over 380 reviews. Reviewers often praise the varied terrain, the stunning views across the North Downs and Surrey Hills, and the challenge of iconic climbs like Box Hill and Col du Skelly. The mix of ancient woodlands and open meadows also contributes to a highly enjoyable cycling experience.
Yes, many of the road cycling routes around Caterham-On-The-Hill are designed as loops, allowing you to start and finish in the same location. Examples include the Col du Skelly Monument – View of Kent Downs Vineyards loop from Caterham and the Outwood Windmill – Gayhouse Lane Windmill loop from Whyteleafe South.


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