Running around Hassocks 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 around Hassocks—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: December 6, 2025

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1. Jack and Jill Windmills and Ditchling Beacon loop from Hassocks — South Downs National Park

16.3km

01:48

330m

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

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Hard

146

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2. Jack and Jill Windmills – Ditchling Beacon loop from Clayton

6.29km

00:40

110m

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

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Moderate

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4.0

(1)

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3. Underhill Lane Scenic Road loop from Keymer

10.5km

01:06

90m

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

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Moderate

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4. Ditchling Beacon – Church of St Peter, Southease loop from Clayton

44.8km

05:00

900m

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

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Hard

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5. View of the Devil's Dyke – Jack and Jill Windmills loop from Hassocks

27.1km

03:09

640m

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

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Hard

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Browse the best Running Trails & Routes in other regions.

The best running trails around Hassocks

1. Jack and Jill Windmills and Ditchling Beacon loop from Hassocks — South Downs National Park

2. Jack and Jill Windmills – Ditchling Beacon loop from Clayton

3. Underhill Lane Scenic Road loop from Keymer

4. Ditchling Beacon – Church of St Peter, Southease loop from Clayton

5. View of the Devil's Dyke – Jack and Jill Windmills loop from Hassocks

Other adventures around Hassocks

Most popular routes around Hassocks

Most popular attractions around Hassocks

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