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Running Trails
United Kingdom
England
South East England

Windsor and Maidenhead

The best running trails in Windsor and Maidenhead

4.4

(93)

10,757

runners

441

runs

Running in Windsor and Maidenhead is one of the best ways to explore more of this region. To help you discover the most beautiful places to run, we’ve reviewed our full collection of routes in Windsor and Maidenhead—and are proud to present the best running trails. Click on any of the routes for more details and browse real tips and photos uploaded by other runners.

Last updated: October 18, 2025

4.4

(5)

151

runners

1. Windsor Estate circular via Thames Path

9.20km

00:57

30m

30m

Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Intermediate

Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Intermediate
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Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Intermediate

Expert run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Expert

Expert run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Expert

Expert run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Expert

Expert run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Expert

Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Intermediate

5.0

(3)

164

runners

Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Intermediate

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

Easy
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Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

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Other adventures in Windsor and Maidenhead

Greenwich to Fishguard — National Cycle Network Route 4

Cycling Collection by

Alice Baddeley

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Hiking in Windsor and Maidenhead

Most popular attractions in Windsor and Maidenhead

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Didn’t find what you were looking for?

Check out more Running Trails & Routes throughout Windsor and Maidenhead below and find the perfect route in your destination.

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