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Winnersh

Winnersh

The best road cycling routes around Winnersh

3.7

(13)

766

riders

rides

Want to go road cycling around Winnersh? We’ve reviewed all of the road rides around Winnersh to identify the best. Explore them all here, and find your perfect road cycling route around Winnersh.

Last updated: December 4, 2025

4.3

(7)

317

riders

1. Hurst Village Pond – Windsor Castle loop from Winnersh

50.5km

01:59

150m

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

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Easy

5.0

(2)

126

riders

2. Windsor and Eton Bridge – Windsor Castle loop from Winnersh Triangle

63.5km

02:35

300m

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

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Moderate

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4.0

(1)

riders

3. Velolife Wargrave Café – Peppard Hill (North) loop from Winnersh Triangle

40.7km

01:42

220m

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

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Easy

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4. Riseley to Swallowfield Road – St Mary's Church, Shinfield loop from Winnersh Triangle

45.4km

01:51

230m

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

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Easy

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5. Well Village Well Shelter – Crondall Village loop from Winnersh

97.6km

04:07

730m

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

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Moderate

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The best road cycling routes around Winnersh

1. Hurst Village Pond – Windsor Castle loop from Winnersh

2. Windsor and Eton Bridge – Windsor Castle loop from Winnersh Triangle

3. Velolife Wargrave Café – Peppard Hill (North) loop from Winnersh Triangle

4. Riseley to Swallowfield Road – St Mary's Church, Shinfield loop from Winnersh Triangle

5. Well Village Well Shelter – Crondall Village loop from Winnersh

Most popular routes around Winnersh

Most popular attractions around Winnersh

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