Thames Valley

Classic Windsor Loop

The classic Thames Valley cycling route to Windsor and back

Key Route Details

  • Distance: 74km
  • Elevation Gain: 290m
  • Start/Finish: The Coppernose Café, Hampton Court, London
  • Highlights: Windsor Great Park
  • Terrain: Flat

The Classic Windsor Loop cycling route is a longstanding favourite of London Dynamo riders. The route out to Windsor is a rolling one, starting just south of the river before crossing at Walton-on-Thames.

After Chertsey the route heads into some leafy lanes, before bearing north through Windsor Great Park and on into central Windsor.  

The route back is much more direct and with the wind probably at your back offers the chance for some fast sustained riding. 

Suggested café: The Cinnamon Café, Windsor Royal Station (44km).

 

 

Download GPX or TCX file by clicking on ‘View on Strava’ above.

LINKS: Route Book | Club Rides | Join London Dynamo

Recent routes
North Kent Woods & Downs

The North Kent Woods & Downs cycling route heads out into the Dickens country of the North Kent Woods & Downs National Nature Reserve. The route involves a fair amount of climbing in the first half of the ride culminating in Vigo Hill just before the café stop in the woods of Trosley Country Park.

Read More »
Shere Loop

The Shere Loop cycling route into the Surrey Hills ups the elevation a bit. Rather than using Staple Lane to climb to Shere, this route takes Shere Road and Combe Lane up to the woodlands where  there is then a loop with a series of climbs and descents including St. Martha’s Hill, Alderbook Road and Sandy Lane.

Read More »
Redhill Aerodrome Circuit

The Redhill Aerodrome Circuit cycling route heads south from Hampton Court Bridge, up over Box Hill before heading further south with a loop south of Reigate. There is an opportunity to stop at Redhill Aerodrome’s café to watch light aircraft take off and land. The route then heads north towards Kingston.

Read More »
Next Newcomer Rides 6th June & 4th July 2026 Joining instructions will be sent to registrants the night before by email Our Newcomer Rides are very popular and tend to fill up quickly — spaces are often only available for the following event. To avoid disappointment, email [email protected] as soon as possible