4.5
(387)
10,766
riders
17
rides
Road cycling around Windlesham offers access to varied terrain within Surrey, characterized by rolling hills and wooded landscapes. The region is situated near the Surrey Hills, providing challenging routes, and is also close to the Thames Valley, which offers flatter, scenic options. The area's network of mostly paved surfaces caters to road cyclists seeking diverse experiences.
Last updated: May 6, 2026
5.0
(1)
230
riders
63.3km
02:33
260m
260m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
4.0
(2)
86
riders
42.3km
01:46
260m
260m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

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59
riders
63.2km
02:39
410m
410m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(1)
59
riders
61.1km
02:29
320m
320m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(1)
55
riders
43.7km
01:48
250m
250m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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This route is quick!It has a lot of fast B Roads and Fast traffic so only for confident riders
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reasonably priced coffee and cake. Located to the right side of the Cricketers Pub
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This is a very pleasant area of South London, located by the river Thames.
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The old Windsor Bridge is an iron and granite, multi-span bridge over the Thames. It connects Windsor and Eton and the Thames Path long distance trail also crosses here. It's thought that there has been a bridge here since the 12th century, this bridge was opened in 1824.
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This bridge spans the River Thames and connects the towns of Windsor and Eton. From the bridge you can enjoy great views of the castle and surrounding areas. It's a Grade I listed structure and has an elegant design which is a mix of stone and iron.
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A little cafe serving all the usual cooked breakfast options. Has outdoor seating that you can sit and watch the planes taking off and landing from.
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Windsor Castle is the oldest and largest inhabited castle in the world, serving as an official residence of the British monarch. It's known for its beautiful architecture, historical significance, and as the venue for royal events and ceremonies.
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There are 17 road cycling routes available around Windlesham, offering a variety of experiences for different skill levels. These include 6 easy, 10 moderate, and 1 difficult route.
Road cycling around Windlesham offers varied terrain. You can expect rolling hills and wooded landscapes, especially towards the Surrey Hills. The region is also close to the Thames Valley, providing flatter, scenic options. Most routes feature mostly paved surfaces suitable for road bikes.
Yes, several historical landmarks and points of interest can enhance your ride. You could incorporate a visit to The Copper Horse (King George III Monument), which is part of the scenic Long Walk leading to Windsor Castle. Another notable site is the Magna Carta Memorial. The region research also mentions Windsor Castle itself and Virginia Water with its Leptis Magna Ruins as potential stops.
The road cycling routes around Windlesham are highly rated by the komoot community, with an average score of 4.7 stars from over 7 reviews. Cyclists often praise the varied terrain, from quiet country lanes to scenic common land, and the well-maintained paved surfaces.
Yes, Windlesham offers 6 easy road cycling routes perfect for beginners or those looking for a relaxed ride. A popular easy option is the Scenic Country Lane – Chobham Common loop from Bagshot, which navigates through quiet country lanes and the natural beauty of Chobham Common.
While specific viewpoints are not always marked, the routes often traverse areas with beautiful natural scenery, particularly within the Surrey Hills. You can expect picturesque views over rolling hills and wooded landscapes. The region research mentions High Curley Hill Viewpoint as an example of scenic spots.
Road cycling routes around Windlesham allow you to explore diverse natural features. You'll encounter parts of the Surrey Hills, known for its wooded landscapes, and areas near the River Thames. Routes also pass by local green spaces and features like Cow Pond and Heath Lake.
Yes, with 6 easy routes available, Windlesham offers several family-friendly road cycling options. These routes typically follow quieter country lanes and less challenging terrain, making them suitable for families looking for a pleasant ride together.
Many road cycling routes around Windlesham start from areas like Bagshot, which typically offer public parking facilities. It's advisable to check local council websites or parking apps for specific car park locations and regulations before your ride.
The best time for road cycling in Windlesham is generally during spring, summer, and early autumn when the weather is milder and daylight hours are longer. The region's firm surfaces and good drainage also make it accessible in winter, though some segments might be unpaved.
Yes, many of the road cycling routes around Windlesham are designed as loops, offering circular journeys. For example, the Chobham Common – Hampton Court Bridge loop from Bagshot and the Canal Centre Café – Lightwater B Road loop from Bagshot are popular circular options.
Yes, the Windlesham area and its surrounding villages offer various cafes and pubs that are popular stops for cyclists. Many routes pass through or near towns where you can find refreshments to refuel during your ride.


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