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Medway

Medway

The best running trails in Medway

4.3

(34)

3,275

runners

253

runs

Running in Medway 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 Medway—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: November 26, 2025

241

runners

1. Running loop from Brompton

8.05km

00:50

50m

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

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Moderate

137

runners

2. North Mast Pond loop from St. Marys Island

6.91km

00:43

20m

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

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Moderate

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113

runners

3. Riverside Walk, Northfleet loop from Rochester

15.7km

01:39

110m

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

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Hard

4.0

(1)

runners

4. Holly Hill Viewpoint – Dode Church loop from Cuxton

24.0km

02:51

410m

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

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Hard

runners

5. Meadows Woods – Rochester Castle loop from Troy Town

11.3km

01:12

110m

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

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Moderate

4.5

(2)

runners

6. Sharp's Green Pond loop from Brompton

12.7km

01:20

70m

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

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Moderate

runners

7. North Mast Pond loop from Brompton

7.49km

00:47

40m

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

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Moderate

4.0

(1)

runners

8. Sharp's Green Pond loop from Gillingham

8.24km

00:51

30m

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

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Moderate

5.0

(1)

runners

9. Capstone Farm Country Park loop from Hempstead

8.85km

01:06

150m

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

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Moderate

runners

10. Rochester Castle loop from Cuxton

11.5km

01:12

110m

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

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Moderate

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Didn’t find what you were looking for?

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

Isle Of Grain Halling Cuxton Cooling Stoke Allhallows Frindsbury Extra Great Chattenden Wood St Mary Hoo High Halstow National Nature Reserve High Halstow Cliffe And Cliffe Woods Hoo St. Werburgh

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Browse the best Running Trails & Routes in other regions.

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The best running trails in Medway

1. Running loop from Brompton

2. North Mast Pond loop from St. Marys Island

3. Riverside Walk, Northfleet loop from Rochester

4. Holly Hill Viewpoint – Dode Church loop from Cuxton

5. Meadows Woods – Rochester Castle loop from Troy Town

6. Sharp's Green Pond loop from Brompton

7. North Mast Pond loop from Brompton

8. Sharp's Green Pond loop from Gillingham

9. Capstone Farm Country Park loop from Hempstead

10. Rochester Castle loop from Cuxton

Other adventures in Medway

Most popular routes in Medway

Most popular attractions in Medway

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