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Routes
Road cycling routes
United Kingdom
England
South East England
Windsor and Maidenhead

Old Windsor

The best road cycling routes around Old Windsor

4.6

(415)

11,746

riders

372

rides

Road cycling around Old Windsor offers a diverse landscape characterized by its proximity to the River Thames and the expansive Windsor Great Park. The area features mostly well-paved surfaces, making it accessible for various cyclists. Cyclists can explore routes along the Jubilee River, which provides grit cycleways, and through historic royal hunting grounds. The terrain generally includes gentle gradients, with some routes incorporating minor hills.

Best road cycling routes around Old Windsor

  • The most popular road cycling route is Windsor…

Last updated: May 6, 2026

4.4

(5)

327

riders

#1.

Windsor Castle – Bray Village loop from Windsor and Eton Central

67.8km

02:43

220m

230m

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

5.0

(2)

108

riders

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

Easy

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

Rob
April 19, 2026, Velolife Wargrave Café

Sadly permanently closed now

0

0

Very quiet village , stop here for a cuppa

0

0

Nice place to stop and take a break.

0

0

Ask for a large coffee!

0

0

But bumpy

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

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

The Thames at Cookham Bridge is an attractive spot. It is lined with trees, and there are boats dotted about along the riverside. The bridge works on a traffic light system, but there is a pavement area to stop for photos if you feel the urge to do so. There is a good pub at the bridge too called the Ferry Inn.

1

0

Frequently Asked Questions

How many road cycling routes are available around Old Windsor?

You can explore over 370 road cycling routes in the Old Windsor area, catering to various skill levels and preferences.

What kind of terrain should I expect on road cycling routes in Old Windsor?

The routes around Old Windsor feature mostly well-paved surfaces with gentle gradients, though some incorporate minor hills. You'll find diverse landscapes including sections along the River Thames, the Jubilee River (which has grit cycleways), and through the expansive Windsor Great Park.

Are there road cycling routes suitable for families or beginners in Old Windsor?

Yes, Old Windsor offers many easy road cycling options, with over 180 routes classified as easy. Shorter, less challenging loops are available, such as the Stag Meadow Football Ground – Windsor FC Football Ground loop. The Jubilee River also provides tranquil, grit cycleways perfect for a relaxed ride.

What natural features can I enjoy while road cycling in Old Windsor?

Cyclists can experience the vast Windsor Great Park, offering extensive roads and views of Windsor Castle. The area is also defined by the River Thames and the Jubilee River, a tranquil wildlife haven. Burnham Beeches is another beautiful spot often included in routes.

What historical landmarks or attractions can I see on a road cycling trip around Old Windsor?

Many routes offer views of iconic landmarks like Windsor Castle and the Windsor and Eton Bridge. You can also cycle past historic sites such as Runnymede, Dorney Court, and Eton College. For specific points of interest, consider visiting Dorney Lake or the Fort Belvedere Vista from Virginia Water.

Are there any challenging road cycling routes for experienced riders?

While many routes feature gentle gradients, there are options for more experienced riders. The region offers a variety of routes, with 182 classified as moderate and 14 as difficult, providing opportunities for longer distances and more varied elevation.

What do other road cyclists say about the routes in Old Windsor?

The road cycling routes in Old Windsor are highly rated by the komoot community, with an average score of 4.6 stars from over 380 reviews. Cyclists often praise the well-paved surfaces, scenic views of royal estates and rivers, and the variety of routes suitable for different skill levels.

Are there circular road cycling routes available in Old Windsor?

Yes, the Old Windsor area is known for its numerous circular loops. Popular examples include the Hawker Hurricane Memorial – Holyport Village Green loop and the Windsor and Eton Bridge – Windsor Castle loop, both starting from Windsor and Eton Central.

When is the best time of year to go road cycling in Old Windsor?

Road cycling in Old Windsor is popular throughout the warmer months, with May and August being particularly favored. The well-paved routes are generally accessible, but checking local weather conditions is always recommended for the best experience.

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

Yes, several routes pass by amenities. Within Windsor Great Park, you'll find cafes at Virginia Water and the Savill Garden Visitor Centre. Burnham Beeches, often included in routes, also has a good cafe. Many charming villages along the routes offer opportunities for refreshment stops.

How can I access Old Windsor cycling routes using public transport?

Old Windsor is accessible by public transport, particularly via train services to Windsor and Eton Central, which serves as a common starting point for many routes. From there, you can easily begin your cycling adventure.

Where can I find parking for road cycling in Old Windsor?

While specific parking areas for cyclists are not detailed, many routes originate from Windsor and Eton Central, where parking facilities are typically available. Additionally, areas like Windsor Great Park and other attractions often provide visitor parking.

Can I spot wildlife while road cycling in Old Windsor?

The Jubilee River, with its several miles of grit cycleways, is described as a tranquil wildlife haven, making it an excellent spot for wildlife observation while cycling. Windsor Great Park also offers opportunities to see local fauna in a natural setting.

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