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Routes
Cycling routes
United Kingdom
England
South East England
Windsor and Maidenhead

Old Windsor

The best cycling routes around Old Windsor

4.5

(439)

6,226

riders

327

rides

Touring cycling routes around Old Windsor offer a diverse landscape for riders. The area features the expansive Windsor Great Park, characterized by ancient woodlands, grasslands, and lakes. The prominent River Thames provides scenic riverside paths, while the surrounding region includes a mix of cycle paths, bridleways, and quiet country roads. Terrain varies from mostly paved sections suitable for various fitness levels to some unpaved or gravel paths.

Best touring cycling routes around Old Windsor

  • The most popular touring cycling route is Windsor Bridge – Cookham High Street loop from Sunnymeads, a 32.8 miles (52.8 km) trail that takes 3 hours 3 minutes to complete. This route connects key riverside towns, offering views along the Thames.
  • Another top favourite among local touring cyclists is Guards Polo Club Sprinklers – The Fox and Hounds loop from Royal Holloway, an easy 10.1 miles (16.2 km) path. This shorter loop navigates through local countryside, suitable for a quicker ride.
  • Local touring cyclists also love the View of the Jubilee River – Jubilee River Weir loop from Sunnymeads, a 16.4 miles (26.4 km) trail leading through the Jubilee River area, often completed in about 1 hour 36 minutes.
  • Touring cycling around Old Windsor is defined by royal parkland, riverside trails, and quiet country roads. The network offers options for different ability levels, from easy family rides to more moderate excursions.
  • The routes in Old Windsor are highly rated by the komoot community with an average score of 4.5 stars from over 400 reviews. More than 6,500 touring cyclists have used komoot to explore Old Windsor's varied terrain.

Last updated: May 14, 2026

5.0

(5)

33

riders

#1.

Windsor Bridge – Windsor Castle loop from Sunnymeads

52.8km

03:03

160m

160m

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

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Moderate

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

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

Easy

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

Easy

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

Easy
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Popular around Old Windsor

Road Cycling Routes around Old Windsor

Running Trails around Old Windsor

Hiking around Old Windsor

MTB Trails around Old Windsor

Gravel biking around Old Windsor

Tips from the Community

Carlo Pisanu
April 8, 2026, Jubilee River Bridge

Very nice river path on gravel pavement

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Pretty level ride close to the Thames. Only hassel is several 'reduced width' barriers en-route requiring a dismount.

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Lovely wide gravel path alongside the quiet & serene Jubilee River.

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Its primary purpose is flood alleviation for the River Thames. It was constructed as part of the Maidenhead, Windsor and Eton Flood Alleviation Scheme (MWEFAS) and opened in 2002. During periods of high flow in the River Thames, water is diverted into the Jubilee River upstream of Maidenhead, flowing parallel to the Thames, and rejoining it downstream of Windsor. This diversion helps to reduce flood levels and protect around 3,000 properties in towns like Maidenhead, Windsor, Eton, and Cookham. https://www.mybkexperience.it.com

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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.

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Nice little bridge crossing over the Juiblee River just outside Slough. You can cross the river to reach the town where there is a handful of amenities.

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Nej
September 19, 2024, Windsor Railway Bridge

Designed by famed British civil engineer Isambard Kingdom Brunel in the 1840s, Windsor Railway Bridge is a wrought iron 'bow and string' bridge crossing the River Thames between Romney Lock and Boveney Lock. It carries the branch train line between Slough and Windsor.

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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.

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Frequently Asked Questions

How many touring cycling routes are available around Old Windsor?

Old Windsor offers a wide selection of touring cycling routes, with over 340 routes available. These include 194 easy routes, 123 moderate routes, and 31 difficult routes, catering to various skill levels.

What kind of terrain can I expect on touring cycling routes in Old Windsor?

The terrain around Old Windsor is diverse, featuring a mix of cycle paths, bridleways, canal paths, and quiet country roads. Many routes are mostly paved, making them accessible for various fitness levels, while others may include unpaved or gravel sections, particularly within areas like Windsor Great Park.

Are there any family-friendly touring cycling routes in Old Windsor?

Yes, Old Windsor has numerous easy routes suitable for families. For a shorter, gentle ride, consider the Toby Carvery, Old Windsor loop from Old Windsor, which is just 8.6 km long and mostly flat. The area's many paved paths within Windsor Great Park also offer safe and scenic options for all ages.

What historical landmarks or points of interest can I see along the touring cycling routes?

Many routes offer views of significant landmarks. You can cycle past the iconic Windsor Castle, or explore routes that lead to historic towns like Eton. The Windsor Castle – Windsor Castle loop from Sunnymeads is an excellent option to experience this royal history.

Are there any circular touring cycling routes around Old Windsor?

Yes, many touring cycling routes in Old Windsor are circular, allowing you to start and end at the same point. A popular moderate option is the Windsor Bridge – Cookham High Street loop from Sunnymeads, which is 52.8 km and connects key riverside towns.

What natural features can I explore while cycling in Old Windsor?

Old Windsor is rich in natural beauty. You can explore the expansive Windsor Great Park with its ancient woodlands and grasslands, or enjoy scenic riverside paths along the River Thames. Routes also pass by beautiful lakes such as Cow Pond and Dorney Lake.

What do other touring cyclists enjoy most about cycling in Old Windsor?

The touring cycling routes in Old Windsor are highly rated by the komoot community, with an average score of 4.5 stars from over 400 reviews. Cyclists often praise the diverse landscapes, the mix of royal parkland and riverside trails, and the variety of routes suitable for different abilities.

Can I find routes that are suitable for a quicker, shorter ride?

Absolutely. If you're looking for a shorter ride, the Guards Polo Club Sprinklers – The Fox and Hounds loop from Royal Holloway is an easy 16.2 km path that navigates through local countryside, perfect for a quicker excursion.

Are there any routes that follow the Jubilee River?

Yes, you can find routes that explore the Jubilee River area. The View of the Jubilee River – Jubilee River Weir loop from Sunnymeads is an easy 26.4 km trail that leads through this scenic waterway.

What are the options for parking and public transport when accessing cycling routes in Old Windsor?

Secure cycle parking is available at locations like the Windsor Leisure Centre. For public transport, the National Cycle Network connects major towns and cities, and a section of National Route 4 passes through the Windsor area, offering access points. For more detailed information on getting to Windsor by bike, you can visit the Windsor & Maidenhead Council website.

Are there any specific cycling paths or national routes in the Old Windsor area?

Yes, a section of National Route 4, also known as the Thames Valley Cycle Route, loosely follows the River Thames and passes through Windsor Great Park. This route offers excellent opportunities for touring cyclists to explore the region.

Where can I find more information about cycling in the wider Thames Valley area?

For broader information on cycling opportunities and routes in the Thames Valley, including sections of the Thames Path suitable for cycling, you can consult the Visit Thames website.

Most popular routes around Old Windsor

Road Cycling Routes around Old Windsor

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