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Routes
Road cycling routes
United Kingdom
England
South East England
Surrey
Surrey Heath

Windlesham

The best road cycling routes around Windlesham

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.

Best road cycling routes around Windlesham

  • The most popular road cycling route is Chobham Common – Hampton Court Bridge loop from Bagshot, a 39.3 miles (63.3 km) trail that takes 2 hours 32 minutes to complete. This route explores open common land and follows parts of the River Thames.
  • Another top favourite among local road cyclists is Scenic Country Lane – Chobham Common loop from Bagshot, an easy 26.1 miles (41.9 km) path. This route navigates through quiet country lanes and the natural beauty of Chobham Common.
  • Local road cyclists also love the Canal Centre Café – Lightwater B Road loop from Bagshot, a 39.3 miles (63.2 km) trail leading through varied local scenery, often completed in about 2 hours 38 minutes.
  • Road cycling around Windlesham is defined by rolling hills, wooded landscapes, and proximity to the Thames Valley. The network offers options for different ability levels, including 6 easy, 10 moderate, and 1 difficult route.
  • The routes in Windlesham are highly rated by the komoot community with an average score of 4.7 stars from over 7 reviews. More than 500 road cyclists have used komoot to explore Windlesham's varied terrain.

Last updated: May 6, 2026

5.0

(1)

230

riders

#1.

Chobham Common – Hampton Court Bridge loop from Bagshot

63.3km

02:33

260m

260m

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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Moderate

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy
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Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy
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Tips from the Community

The Sandman
June 22, 2025, Windsor and Eton Bridge

Nice place to stop and take a break.

0

0

This route is quick!It has a lot of fast B Roads and Fast traffic so only for confident riders

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0

GMT72
May 19, 2025, The Yurt Café

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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0

51m
November 18, 2024, Windsor Bridge

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.

0

0

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.

2

0

Mark Ngui
November 11, 2024, The Hangar Cafe

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.

0

0

Grace Mulligan
September 18, 2024, Windsor Castle

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.

1

0

Frequently Asked Questions

How many road cycling routes are available around Windlesham?

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.

What kind of terrain can I expect when road cycling near Windlesham?

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.

Are there any historical landmarks or points of interest I can visit while cycling near Windlesham?

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.

What do other road cyclists say about the routes in Windlesham?

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.

Are there any easy road cycling routes for beginners around Windlesham?

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.

Can I find scenic viewpoints on road cycling routes in Windlesham?

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.

What natural features can I explore on a road bike around Windlesham?

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.

Are there family-friendly road cycling options in Windlesham?

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.

Where can I park my car when going road cycling in Windlesham?

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.

What is the best time of year for road cycling in Windlesham?

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.

Are there any circular road cycling routes around Windlesham?

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.

Can I find cafes or pubs along the road cycling routes in Windlesham?

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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