Looking for the best cycling routes around Winterbourne Steepleton? On this page, we bring you the best bike rides around Winterbourne Steepleton so you can just get out and go. …

Last updated: September 19, 2025

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1. Start of the Rodwell Trail – Weymouth Jubilee Clock loop from Portesham

34.9km

02:11

310m

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

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Intermediate

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2. Ridgeway Hill – Max Gate loop from Winterbourne Steepleton

25.3km

02:00

240m

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

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Intermediate

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3. The Great Field, Poundbury – Finca Coffee Shop loop from Winterbourne Abbas

26.0km

01:32

120m

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

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Easy

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4. Hardy Monument loop from Martinstown

7.61km

00:32

150m

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

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5. View from Crow Hill – View from Eggardon Hill loop from Martinstown

57.7km

03:46

720m

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

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Expert

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The best cycling routes around Winterbourne Steepleton

1. Start of the Rodwell Trail – Weymouth Jubilee Clock loop from Portesham

2. Ridgeway Hill – Max Gate loop from Winterbourne Steepleton

3. The Great Field, Poundbury – Finca Coffee Shop loop from Winterbourne Abbas

4. Hardy Monument loop from Martinstown

5. View from Crow Hill – View from Eggardon Hill loop from Martinstown

Other adventures around Winterbourne Steepleton

Most popular routes around Winterbourne Steepleton

Most popular attractions around Winterbourne Steepleton

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