4.6
(388)
10,248
riders
357
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.
Last updated: July 3, 2026
4.4
(5)
327
riders
67.8km
02:43
220m
230m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
4.8
(15)
271
riders
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

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5.0
(2)
195
riders
56.1km
02:20
230m
230m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(2)
108
riders
25.3km
01:00
120m
120m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
94
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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In my opinion, the Monument to Human Rights is already a road bike highlight under the following link =>> https://www.komoot.com/de-de/highlight/3049778
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Many times has this been used as an emergency stop when you can’t quite get home without another coffee/an ice cream on a hot day/another snack/you need a wee. Coffee is….National Trust, but what it lacks in espresso mastery and service efficiency (National Trust Cafés amirite) it makes up for by the good amount of outdoor seating, the fact it’s on your route, the nice view and the provision of toilets.
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This is the island where the Barons arranged to meet king John to “convince” him to sign the Magna Carta. To protect the rights of people in 1215. Curious that the US paid for the construction of this memorial.
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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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You can explore over 370 road cycling routes in the Old Windsor area, catering to various skill levels and preferences.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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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